Nickel-catalysed enantioselective reaction of secondary phosphine oxides and activated vinylcyclopropanes
Activated vinylcyclopropanes can form zwitterionic π-allylmetal species in the presence of transition metals and are widely used in organic synthesis. A nickel-catalyzed asymmetric allylation of secondary phosphine oxides with vinylcyclopropanes was described. Tertiary phosphine oxide products could...
Saved in:
| Published in | Organic & biomolecular chemistry Vol. 21; no. 15; pp. 396 - 31 |
|---|---|
| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
CAMBRIDGE
Royal Soc Chemistry
12.04.2023
Royal Society of Chemistry |
| Subjects | |
| Online Access | Get full text |
| ISSN | 1477-0520 1477-0539 1477-0539 |
| DOI | 10.1039/d3ob00389b |
Cover
| Abstract | Activated vinylcyclopropanes can form zwitterionic π-allylmetal species in the presence of transition metals and are widely used in organic synthesis. A nickel-catalyzed asymmetric allylation of secondary phosphine oxides with vinylcyclopropanes was described. Tertiary phosphine oxide products could be obtained with up to 91% yield and 92% ee.
A nickel-catalyzed asymmetric allylation of racemic secondary phosphine oxides with racemic vinylcyclopropanes was described. The Tertiary phosphine oxide products were obtained with up to 91% yield and 92% ee. |
|---|---|
| AbstractList | Activated vinylcyclopropanes can form zwitterionic π-allylmetal species in the presence of transition metals and are widely used in organic synthesis. A nickel-catalyzed asymmetric allylation of secondary phosphine oxides with vinylcyclopropanes was described. Tertiary phosphine oxide products could be obtained with up to 91% yield and 92% ee. Activated vinylcyclopropanes can form zwitterionic π-allylmetal species in the presence of transition metals and are widely used in organic synthesis. A nickel-catalyzed asymmetric allylation of secondary phosphine oxides with vinylcyclopropanes was described. Tertiary phosphine oxide products could be obtained with up to 91% yield and 92% ee.Activated vinylcyclopropanes can form zwitterionic π-allylmetal species in the presence of transition metals and are widely used in organic synthesis. A nickel-catalyzed asymmetric allylation of secondary phosphine oxides with vinylcyclopropanes was described. Tertiary phosphine oxide products could be obtained with up to 91% yield and 92% ee. Activated vinylcyclopropanes can form zwitterionic π-allylmetal species in the presence of transition metals and are widely used in organic synthesis. A nickel-catalyzed asymmetric allylation of secondary phosphine oxides with vinylcyclopropanes was described. Tertiary phosphine oxide products could be obtained with up to 91% yield and 92% ee. A nickel-catalyzed asymmetric allylation of racemic secondary phosphine oxides with racemic vinylcyclopropanes was described. The Tertiary phosphine oxide products were obtained with up to 91% yield and 92% ee. Activated vinylcyclopropanes can form zwitterionic pi-allylmetal species in the presence of transition metals and are widely used in organic synthesis. A nickel-catalyzed asymmetric allylation of secondary phosphine oxides with vinylcyclopropanes was described. Tertiary phosphine oxide products could be obtained with up to 91% yield and 92% ee. |
| Author | Zhang, Qing-Wei Cui, Ranran Huang, Zhuo Liu, Xu-Teng |
| AuthorAffiliation | University of Science and Technology of China Key Laboratory of Precision and Intelligent Chemistry, Department of Chemistry |
| AuthorAffiliation_xml | – sequence: 0 name: Key Laboratory of Precision and Intelligent Chemistry, Department of Chemistry – sequence: 0 name: University of Science and Technology of China |
| Author_xml | – sequence: 1 givenname: Zhuo surname: Huang fullname: Huang, Zhuo – sequence: 2 givenname: Xu-Teng surname: Liu fullname: Liu, Xu-Teng – sequence: 3 givenname: Ranran surname: Cui fullname: Cui, Ranran – sequence: 4 givenname: Qing-Wei surname: Zhang fullname: Zhang, Qing-Wei |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/36974750$$D View this record in MEDLINE/PubMed |
| BookMark | eNqNkr1vFDEQxa0oUb4betBKNIhowZ_ndUkOQpAi0oR65fXOKg4-e7G9B_ff4-MuFymiSDVT_N6b0dM7Qfs-eEDoFcEfCGbqY89ChzFrVLeHjgmXssaCqf3dTvEROknpAWOi5IwfoiM2U5JLgY-R_W7NT3C10Vm7VYK-Aq99tiGBA5PtEqoIuizBV2GoEpjgex1X1Xgf0nhvPVThj-0hVdr31Rpc6lxcltavnFkZF8YYRu0hnaGDQbsE59t5in5cfbmbX9c3t1-_zT_d1IYxmWtCsSRMskGB7DhtNO1UzwDkUKaBTkihOQWuG2UaIXoxo0BFpzQlM0oFZqfo3ca3HP41QcrtwiYDzpUnwpRa2pQcuGoEKejbZ-hDmKIv37VUKsWJJIQX6s2WmroF9O0Y7aIk0D6GWICLDfAbujAkY8Eb2GEYYyWYUA0pG14fbV5Oz23W6-znYfK5SN9vpCaGlCIMOxnB7boK7Wd2e_mvCpcFxs9gszXLUVv3f8nrjSQms7N-ahf7C7g8vg4 |
| CitedBy_id | crossref_primary_10_1002_anie_202415314 crossref_primary_10_1002_ejoc_202301160 crossref_primary_10_1002_anie_202410743 crossref_primary_10_1002_anie_202413428 crossref_primary_10_1021_acs_orglett_5c00199 crossref_primary_10_1002_ejoc_202400743 crossref_primary_10_1039_D3OB00909B crossref_primary_10_1021_acscatal_5c00439 crossref_primary_10_1021_jacs_4c15587 crossref_primary_10_1002_ange_202413428 crossref_primary_10_1002_ange_202410743 crossref_primary_10_1021_acs_orglett_3c02031 crossref_primary_10_1016_j_cclet_2024_110231 crossref_primary_10_1002_ange_202415314 crossref_primary_10_1021_acs_orglett_4c00173 crossref_primary_10_1002_ejoc_202301225 |
| Cites_doi | 10.1002/anie.202016439 10.1016/j.tetlet.2016.10.048 10.1021/acs.orglett.9b03012 10.1039/c004681g 10.1021/acs.orglett.2c01326 10.1021/acs.orglett.9b00274 10.1126/science.1962206 10.1021/acs.chemrev.8b00261 10.1021/jacs.1c07082 10.1021/ja070225a 10.1126/science.abp8488 10.1039/D1CB00117E 10.1002/9783527635207 10.1002/chem.201405729 10.1039/C8OB00593A 10.1021/ja994155m 10.1016/j.tet.2004.06.100 10.1021/jm200587f 10.1021/acs.accounts.9b00029 10.5059/yukigoseikyokaishi.65.1060 10.1002/anie.202114981 10.1039/C6CS00031B 10.1021/acs.chemrev.6b00536 10.1021/jacs.9b11938 10.1021/jacs.0c09654 10.1021/ol4005068 10.1002/anie.202011527 10.1021/jacs.2c00239 10.1002/anie.202100683 10.1002/ajoc.201402219 10.1039/D1OB00838B 10.1002/anie.201901251 10.1002/tcr.201600098 10.1002/anie.202102862 10.1039/D1SC01115D 10.1021/cr020049i 10.1021/acs.orglett.0c04062 10.1039/C6OB02647H 10.1002/anie.202111957 10.1021/jacs.8b03656 10.1021/ja2090993 10.1021/acs.orglett.2c00209 10.1021/acs.chemrev.8b00081 10.1021/jacs.9b07340 10.1021/ja2082119 10.1021/acs.orglett.1c02986 10.1021/jacs.9b08734 10.1002/anie.202111137 10.1002/anie.202117093 10.1002/anie.201101684 10.1021/ja043253r 10.1021/ja058590u 10.1002/anie.201104861 10.1021/acs.chemrev.9b00682 10.1021/ja710922h 10.1039/D2SC00091A 10.1021/ja309003x 10.1021/jo400609w 10.1021/om300896z 10.1038/s44160-022-00123-3 10.1021/jacs.1c02772 10.1039/D2CS00553K 10.1039/D0SC01049A 10.1021/jacs.6b09334 10.1021/ol503383x 10.1021/acs.chemrev.0c00160 10.1039/D0SC04041J 10.1039/C1CC14856G 10.1039/c1cc14856g 10.1039/d2sc00091a 10.1039/c6cs00031b 10.1039/d1sc01115d 10.1039/d0sc04041j 10.1039/c8ob00593a 10.1039/d1cb00117e 10.1055/s-2005-917102 10.1039/d1ob00838b 10.1039/d2cs00553k 10.1039/c6ob02647h 10.1039/d0sc01049a |
| ContentType | Journal Article |
| Copyright | Copyright Royal Society of Chemistry 2023 |
| Copyright_xml | – notice: Copyright Royal Society of Chemistry 2023 |
| DBID | AAYXX CITATION 17B 1KM BLEPL BNZSX DTL EGQ NPM 7QO 7T7 7TM 8FD C1K FR3 P64 7X8 |
| DOI | 10.1039/d3ob00389b |
| DatabaseName | CrossRef Web of Knowledge Index Chemicus Web of Science Core Collection Web of Science - Science Citation Index Expanded - 2023 Science Citation Index Expanded Web of Science Primary (SCIE, SSCI & AHCI) PubMed Biotechnology Research Abstracts Industrial and Applied Microbiology Abstracts (Microbiology A) Nucleic Acids Abstracts Technology Research Database Environmental Sciences and Pollution Management Engineering Research Database Biotechnology and BioEngineering Abstracts MEDLINE - Academic |
| DatabaseTitle | CrossRef Web of Science PubMed Biotechnology Research Abstracts Technology Research Database Nucleic Acids Abstracts Engineering Research Database Industrial and Applied Microbiology Abstracts (Microbiology A) Biotechnology and BioEngineering Abstracts Environmental Sciences and Pollution Management MEDLINE - Academic |
| DatabaseTitleList | Biotechnology Research Abstracts MEDLINE - Academic CrossRef PubMed Web of Science |
| Database_xml | – sequence: 1 dbid: NPM name: PubMed url: https://proxy.k.utb.cz/login?url=http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed sourceTypes: Index Database – sequence: 2 dbid: 1KM name: Index Chemicus url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.IC sourceTypes: Enrichment Source Index Database |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Chemistry |
| EISSN | 1477-0539 |
| EndPage | 31 |
| ExternalDocumentID | 36974750 000953598100001 10_1039_D3OB00389B d3ob00389b |
| Genre | Journal Article |
| GrantInformation_xml | – fundername: USTC Research Funds of the Double First-Class Initiative grantid: YD2060002010 – fundername: NSFC; National Natural Science Foundation of China (NSFC) grantid: 22071224 |
| GroupedDBID | --- -DZ -JG -~X 0-7 0R~ 123 29N 4.4 705 70~ 7~J AAEMU AAIWI AAJAE AAMEH AANOJ AAWGC AAXHV AAXPP ABASK ABDVN ABEMK ABJNI ABPDG ABRYZ ABXOH ACGFS ACIWK ACLDK ACNCT ACPRK ADMRA ADSRN AEFDR AENEX AENGV AESAV AETIL AFLYV AFOGI AFRAH AFRDS AFVBQ AGEGJ AGKEF AGRSR AGSTE AHGCF ALMA_UNASSIGNED_HOLDINGS ANUXI APEMP ASKNT AUDPV BLAPV BSQNT C6K CS3 D0L DU5 EBS ECGLT EE0 EF- F5P GGIMP GNO H13 HZ~ H~N IDZ J3I M4U N9A O9- OK1 P2P R7B R7C RAOCF RCNCU RNS RPMJG RRA RRC RSCEA SKA SKF SLH TN5 TWZ UCJ VH6 VQA WH7 XSW YNT YZZ AAYXX AFRZK AKMSF ALUYA CITATION R56 17B 1KM BLEPL DTL GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED GROUPED_WOS_WEB_OF_SCIENCE NPM 7QO 7T7 7TM 8FD C1K FR3 P64 7X8 |
| ID | FETCH-LOGICAL-c337t-12071373f9e7b428a2b9d3ee7fb9dceb575a42e4a89c855d562e25b9a21622503 |
| ISICitedReferencesCount | 17 |
| ISICitedReferencesURI | https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000953598100001 |
| ISSN | 1477-0520 1477-0539 |
| IngestDate | Fri Jul 11 03:23:07 EDT 2025 Mon Jun 30 12:05:53 EDT 2025 Wed Feb 19 02:24:14 EST 2025 Fri May 30 07:50:37 EDT 2025 Fri Sep 26 20:35:14 EDT 2025 Tue Jul 01 01:52:26 EDT 2025 Thu Apr 24 23:09:51 EDT 2025 Tue Dec 17 20:59:03 EST 2024 |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 15 |
| Keywords | ASYMMETRIC-SYNTHESIS LIGANDS RINGS ARYLATION VINYL-CYCLOPROPANES BORANES 3+2 CYCLOADDITION |
| Language | English |
| LinkModel | OpenURL |
| LogoURL | https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg |
| MergedId | FETCHMERGED-LOGICAL-c337t-12071373f9e7b428a2b9d3ee7fb9dceb575a42e4a89c855d562e25b9a21622503 |
| Notes | Electronic supplementary information (ESI) available. CCDC For ESI and crystallographic data in CIF or other electronic format see DOI 2178302 https://doi.org/10.1039/d3ob00389b ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14 content type line 23 |
| ORCID | 0000-0002-8577-6304 0000-0002-2677-3349 |
| PMID | 36974750 |
| PQID | 2799417114 |
| PQPubID | 2047497 |
| ParticipantIDs | proquest_miscellaneous_2800149851 webofscience_primary_000953598100001 webofscience_primary_000953598100001CitationCount crossref_citationtrail_10_1039_D3OB00389B crossref_primary_10_1039_D3OB00389B rsc_primary_d3ob00389b proquest_journals_2799417114 pubmed_primary_36974750 |
| ProviderPackageCode | CITATION AAYXX |
| PublicationCentury | 2000 |
| PublicationDate | 2023-04-12 |
| PublicationDateYYYYMMDD | 2023-04-12 |
| PublicationDate_xml | – month: 04 year: 2023 text: 2023-04-12 day: 12 |
| PublicationDecade | 2020 |
| PublicationPlace | CAMBRIDGE |
| PublicationPlace_xml | – name: CAMBRIDGE – name: England – name: Cambridge |
| PublicationTitle | Organic & biomolecular chemistry |
| PublicationTitleAbbrev | ORG BIOMOL CHEM |
| PublicationTitleAlternate | Org Biomol Chem |
| PublicationYear | 2023 |
| Publisher | Royal Soc Chemistry Royal Society of Chemistry |
| Publisher_xml | – name: Royal Soc Chemistry – name: Royal Society of Chemistry |
| References | Wender (D3OB00389B/cit4d/1) 2006; 128 Benaglia (D3OB00389B/cit1d/1) 2010; 8 Wang (D3OB00389B/cit1l/1) 2020; 59 Mucha (D3OB00389B/cit1e/1) 2011; 54 Xu (D3OB00389B/cit1k/1) 2019; 52 Taber (D3OB00389B/cit4a/1) 2000; 122 Zhou (D3OB00389B/cit1a/1) 2011 Cheng (D3OB00389B/cit7j/1) 2019; 58 Trost (D3OB00389B/cit3a/1) 1991; 254 Jiao (D3OB00389B/cit3b/1) 2013; 78 Clevenger (D3OB00389B/cit8a/1) 2020; 120 Imamoto (D3OB00389B/cit1c/1) 2007; 65 Trost (D3OB00389B/cit7e/1) 2012; 134 Ganesh (D3OB00389B/cit3c/1) 2016 Horsman (D3OB00389B/cit1h/1) 2017; 117 Calogero (D3OB00389B/cit7p/1) 2022; 61 Huang (D3OB00389B/cit8b/1) 2022; 51 Zhu (D3OB00389B/cit3h/1) 2021; 143 Caillé (D3OB00389B/cit3f/1) 2021; 19 Li (D3OB00389B/cit7g/1) 2015; 4 Blank (D3OB00389B/cit2a/1) 2007; 129 Beaud (D3OB00389B/cit2b/1) 2016; 138 Mei (D3OB00389B/cit7d/1) 2012; 31 Chu (D3OB00389B/cit7q/1) 2022; 24 Li (D3OB00389B/cit4e/1) 2011; 50 Liu (D3OB00389B/cit2e/1) 2019; 141 Trost (D3OB00389B/cit7i/1) 2018; 140 Kurahashi (D3OB00389B/cit4b/1) 2005 Zhang (D3OB00389B/cit2m/1) 2021; 23 Dai (D3OB00389B/cit2d/1) 2019; 141 Sieber (D3OB00389B/cit7a/1) 2008; 130 Wang (D3OB00389B/cit10/1) 2022; 1 Huang (D3OB00389B/cit7k/1) 2019; 21 Brownsey (D3OB00389B/cit3e/1) 2018; 16 Trost (D3OB00389B/cit7c/1) 2011; 50 Faltracco (D3OB00389B/cit7l/1) 2021; 60 Zuo (D3OB00389B/cit4c/1) 2005; 127 Khoury (D3OB00389B/cit6/1) 2004; 60 Yang (D3OB00389B/cit2i/1) 2020; 11 Zhang (D3OB00389B/cit5/1) 2019; 21 Rajendran (D3OB00389B/cit11/1) 2012; 48 Moran (D3OB00389B/cit7b/1) 2011; 133 Wang (D3OB00389B/cit3g/1) 2021; 121 Melcher (D3OB00389B/cit4g/1) 2015; 21 Dai (D3OB00389B/cit2j/1) 2021; 60 Zhang (D3OB00389B/cit2r/1) 2022; 13 Lin (D3OB00389B/cit7m/1) 2021; 12 Forbes (D3OB00389B/cit2o/1) 2022; 376 Tombe (D3OB00389B/cit9/1) 2013; 15 Stieger (D3OB00389B/cit1n/1) 2021; 60 Dutartre (D3OB00389B/cit1f/1) 2016; 45 Liu (D3OB00389B/cit7h/1) 2015; 17 Ni (D3OB00389B/cit1j/1) 2018; 118 Trost (D3OB00389B/cit7o/1) 2021; 60 Guo (D3OB00389B/cit1i/1) 2018; 118 Liu (D3OB00389B/cit7n/1) 2021; 23 Wang (D3OB00389B/cit2k/1) 2021; 143 Lin (D3OB00389B/cit4f/1) 2012; 134 Li (D3OB00389B/cit2g/1) 2020; 142 Meazza (D3OB00389B/cit3d/1) 2017; 15 Qiu (D3OB00389B/cit2h/1) 2020; 11 Tang (D3OB00389B/cit1b/1) 2003; 103 Imamoto (D3OB00389B/cit1g/1) 2016; 16 Tombe (D3OB00389B/cit7f/1) 2013; 15 Trost (D3OB00389B/cit2f/1) 2019; 141 Li (D3OB00389B/cit2q/1) 2022; 61 Kahler (D3OB00389B/cit1m/1) 2021; 2 Wu (D3OB00389B/cit2l/1) 2021; 60 Zhang (D3OB00389B/cit2c/1) 2016; 57 Cai (D3OB00389B/cit2n/1) 2022; 24 Li (D3OB00389B/cit2p/1) 2022; 144 Li, YL (WOS:000781686600001) 2022; 61 Moran, J (WOS:000297398900031) 2011; 133 Faltracco, M (WOS:000654794600001) 2021; 60 Wu, ZH (WOS:000720984700001) 2021; 60 Xu, GQ (WOS:000465189800026) 2019; 52 Dai, Q (WOS:000505627300075) 2019; 141 Liu, XT (WOS:000492800500011) 2019; 141 Imamoto, T (WOS:000389844000016) 2016; 16 Zhou, Q. L. (000953598100001.1) 2011 Zhang, Q (WOS:000744178300006) 2021; 23 Tombe, R (WOS:000318001400001) 2013; 15 Guo, HC (WOS:000448754700002) 2018; 118 Liu, K (WOS:000629001700038) 2021; 23 Beaud, R (WOS:000385469600022) 2016; 138 Horsman, GP (WOS:000400321700011) 2017; 117 Kurahashi, T (WOS:000232736400011) 2005 Huang, S (WOS:000854653500001) 2022; 51 Trost, BM (WOS:000486361800017) 2019; 141 Caillé, J (WOS:000660090800001) 2021; 19 Wang, CY (WOS:000643591600017) 2021; 143 Cai, WQ (WOS:000779409800027) 2022; 24 Brownsey, DK (WOS:000432585800001) 2018; 16 Dutartre, M (WOS:000385181300010) 2016; 45 Zhang, ZQ (WOS:000492114600024) 2019; 21 Dai, Q (WOS:000718933600001) 2021; 60 Li, YB (WOS:000595544800042) 2020; 142 Lin, M (WOS:000301084200074) 2012; 134 Li, XX (WOS:000297049300032) 2011; 50 Lin, ZY (WOS:000640671100001) 2021; 12 Ganesh, V. (000953598100001.35) 2016 Liu, ZS (WOS:000347506200039) 2015; 17 Li, B (WOS:000765779100010) 2022; 144 Forbes, KC (WOS:000812323000041) 2022; 376 Rajendran, KV (WOS:000299589700008) 2012; 48 Jiao, L (WOS:000322210700002) 2013; 78 Mucha, A (WOS:000294385700001) 2011; 54 Wang, M (WOS:000576149400001) 2020; 59 Trost, BM (WOS:000292641200033) 2011; 50 Li, WK (WOS:000347786100003) 2015; 4 Wang, WH (WOS:001124808800013) 2022; 1 Imamoto, T (WOS:000251140200003) 2007; 65 Yang, ZP (WOS:000550969100019) 2020; 11 Cheng, Q (WOS:000466593400044) 2019; 58 TROST, BM (WOS:A1991GT90300030) 1991; 254 Zuo, G (WOS:000228602600035) 2005; 127 Melcher, MC (WOS:000347231300004) 2015; 21 Clevenger, AL (WOS:000550644700009) 2020; 120 Mei, LY (WOS:000310925000036) 2012; 31 Tang, WJ (WOS:000184821500013) 2003; 103 Chu, WD (WOS:000810534400001) 2022; 24 Zhang, Y (WOS:000388781000004) 2016; 57 Taber, DF (WOS:000088320700051) 2000; 122 Trost, BM (WOS:000613397100001) 2021; 60 Ni, HZ (WOS:000446142400017) 2018; 118 Kahler, JP (WOS:000675843400001) 2021; 2 Trost, BM (WOS:000434101100028) 2018; 140 Khoury, PR (WOS:000223609800011) 2004; 60 Huang, XB (WOS:000461843900035) 2019; 21 Stieger, CE (WOS:000657354500001) 2021; 60 Sieber, JD (WOS:000254643900053) 2008; 130 Qiu, HL (WOS:000572262400023) 2020; 11 Blank, NF (WOS:000246686700045) 2007; 129 Meazza, M (WOS:000397948000002) 2017; 15 Zhang, YQ (WOS:000770076700001) 2022; 13 Wender, PA (WOS:000237590400017) 2006; 128 Calogero, F (WOS:000746014400001) 2022; 61 Zhu, M (WOS:000691789500063) 2021; 143 Wang, JH (WOS:000611061700004) 2021; 121 Trost, BM (WOS:000310103800081) 2012; 134 Benaglia, M (WOS:000280818300001) 2010; 8 |
| References_xml | – issn: 2011 end-page: 55 publication-title: Privileged Chiral Ligands and Catalysts doi: Zhou – volume: 60 start-page: 5806 year: 2021 ident: D3OB00389B/cit7o/1 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.202016439 – volume: 57 start-page: 5308 year: 2016 ident: D3OB00389B/cit2c/1 publication-title: Tetrahedron Lett. doi: 10.1016/j.tetlet.2016.10.048 – volume: 21 start-page: 8256 year: 2019 ident: D3OB00389B/cit5/1 publication-title: Org. Lett. doi: 10.1021/acs.orglett.9b03012 – volume: 8 start-page: 3824 year: 2010 ident: D3OB00389B/cit1d/1 publication-title: Org. Biomol. Chem. doi: 10.1039/c004681g – volume: 24 start-page: 3965 year: 2022 ident: D3OB00389B/cit7q/1 publication-title: Org. Lett. doi: 10.1021/acs.orglett.2c01326 – volume: 21 start-page: 1713 year: 2019 ident: D3OB00389B/cit7k/1 publication-title: Org. Lett. doi: 10.1021/acs.orglett.9b00274 – volume: 254 start-page: 1471 year: 1991 ident: D3OB00389B/cit3a/1 publication-title: Science doi: 10.1126/science.1962206 – volume: 118 start-page: 9344 year: 2018 ident: D3OB00389B/cit1j/1 publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.8b00261 – start-page: 4347 year: 2016 ident: D3OB00389B/cit3c/1 publication-title: Synthesis – volume: 143 start-page: 13441 year: 2021 ident: D3OB00389B/cit3h/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.1c07082 – volume: 129 start-page: 6847 year: 2007 ident: D3OB00389B/cit2a/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja070225a – volume: 376 start-page: 1230 year: 2022 ident: D3OB00389B/cit2o/1 publication-title: Science doi: 10.1126/science.abp8488 – volume: 2 start-page: 1285 year: 2021 ident: D3OB00389B/cit1m/1 publication-title: RSC Chem. Biol. doi: 10.1039/D1CB00117E – start-page: 55 volume-title: Privileged Chiral Ligands and Catalysts year: 2011 ident: D3OB00389B/cit1a/1 doi: 10.1002/9783527635207 – volume: 21 start-page: 531 year: 2015 ident: D3OB00389B/cit4g/1 publication-title: Chem. – Eur. J. doi: 10.1002/chem.201405729 – volume: 16 start-page: 3506 year: 2018 ident: D3OB00389B/cit3e/1 publication-title: Org. Biomol. Chem. doi: 10.1039/C8OB00593A – volume: 122 start-page: 6807 year: 2000 ident: D3OB00389B/cit4a/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja994155m – volume: 60 start-page: 8103 year: 2004 ident: D3OB00389B/cit6/1 publication-title: Tetrahedron doi: 10.1016/j.tet.2004.06.100 – volume: 54 start-page: 5955 year: 2011 ident: D3OB00389B/cit1e/1 publication-title: J. Med. Chem. doi: 10.1021/jm200587f – volume: 52 start-page: 1101 year: 2019 ident: D3OB00389B/cit1k/1 publication-title: Acc. Chem. Res. doi: 10.1021/acs.accounts.9b00029 – volume: 65 start-page: 1060 year: 2007 ident: D3OB00389B/cit1c/1 publication-title: J. Synth. Org. Chem., Jpn. doi: 10.5059/yukigoseikyokaishi.65.1060 – volume: 61 start-page: e202114981 year: 2022 ident: D3OB00389B/cit7p/1 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.202114981 – volume: 45 start-page: 5771 year: 2016 ident: D3OB00389B/cit1f/1 publication-title: Chem. Soc. Rev. doi: 10.1039/C6CS00031B – volume: 117 start-page: 5704 year: 2017 ident: D3OB00389B/cit1h/1 publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.6b00536 – volume: 141 start-page: 20556 year: 2019 ident: D3OB00389B/cit2d/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.9b11938 – volume: 142 start-page: 20098 year: 2020 ident: D3OB00389B/cit2g/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.0c09654 – volume: 15 start-page: 1791 year: 2013 ident: D3OB00389B/cit9/1 publication-title: Org. Lett. doi: 10.1021/ol4005068 – volume: 59 start-page: 20814 year: 2020 ident: D3OB00389B/cit1l/1 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.202011527 – volume: 144 start-page: 2893 year: 2022 ident: D3OB00389B/cit2p/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.2c00239 – volume: 60 start-page: 15359 year: 2021 ident: D3OB00389B/cit1n/1 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.202100683 – volume: 4 start-page: 28 year: 2015 ident: D3OB00389B/cit7g/1 publication-title: Asian J. Org. Chem. doi: 10.1002/ajoc.201402219 – volume: 19 start-page: 5702 year: 2021 ident: D3OB00389B/cit3f/1 publication-title: Org. Biomol. Chem. doi: 10.1039/D1OB00838B – volume: 58 start-page: 5739 year: 2019 ident: D3OB00389B/cit7j/1 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201901251 – volume: 16 start-page: 2659 year: 2016 ident: D3OB00389B/cit1g/1 publication-title: Chem. Rec. doi: 10.1002/tcr.201600098 – volume: 60 start-page: 14410 year: 2021 ident: D3OB00389B/cit7l/1 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.202102862 – volume: 12 start-page: 6712 year: 2021 ident: D3OB00389B/cit7m/1 publication-title: Chem. Sci. doi: 10.1039/D1SC01115D – volume: 15 start-page: 1791 year: 2013 ident: D3OB00389B/cit7f/1 publication-title: Org. Lett. doi: 10.1021/ol4005068 – volume: 103 start-page: 3029 year: 2003 ident: D3OB00389B/cit1b/1 publication-title: Chem. Rev. doi: 10.1021/cr020049i – volume: 23 start-page: 826 year: 2021 ident: D3OB00389B/cit7n/1 publication-title: Org. Lett. doi: 10.1021/acs.orglett.0c04062 – volume: 15 start-page: 2479 year: 2017 ident: D3OB00389B/cit3d/1 publication-title: Org. Biomol. Chem. doi: 10.1039/C6OB02647H – volume: 60 start-page: 27247 year: 2021 ident: D3OB00389B/cit2j/1 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.202111957 – volume: 140 start-page: 6710 year: 2018 ident: D3OB00389B/cit7i/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.8b03656 – volume: 133 start-page: 18618 year: 2011 ident: D3OB00389B/cit7b/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja2090993 – volume: 24 start-page: 1258 year: 2022 ident: D3OB00389B/cit2n/1 publication-title: Org. Lett. doi: 10.1021/acs.orglett.2c00209 – volume: 118 start-page: 10049 year: 2018 ident: D3OB00389B/cit1i/1 publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.8b00081 – volume: 141 start-page: 14098 year: 2019 ident: D3OB00389B/cit2f/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.9b07340 – volume: 134 start-page: 398 year: 2012 ident: D3OB00389B/cit4f/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja2082119 – volume: 23 start-page: 8683 year: 2021 ident: D3OB00389B/cit2m/1 publication-title: Org. Lett. doi: 10.1021/acs.orglett.1c02986 – volume: 141 start-page: 16584 year: 2019 ident: D3OB00389B/cit2e/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.9b08734 – volume: 60 start-page: 27241 year: 2021 ident: D3OB00389B/cit2l/1 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.202111137 – volume: 61 start-page: e202117093 year: 2022 ident: D3OB00389B/cit2q/1 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.202117093 – volume: 50 start-page: 6167 year: 2011 ident: D3OB00389B/cit7c/1 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201101684 – volume: 127 start-page: 5798 year: 2005 ident: D3OB00389B/cit4c/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja043253r – volume: 128 start-page: 6302 year: 2006 ident: D3OB00389B/cit4d/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja058590u – volume: 50 start-page: 10421 year: 2011 ident: D3OB00389B/cit4e/1 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.201104861 – volume: 120 start-page: 6124 year: 2020 ident: D3OB00389B/cit8a/1 publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.9b00682 – volume: 130 start-page: 4978 year: 2008 ident: D3OB00389B/cit7a/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja710922h – volume: 13 start-page: 4095 year: 2022 ident: D3OB00389B/cit2r/1 publication-title: Chem. Sci. doi: 10.1039/D2SC00091A – volume: 134 start-page: 17823 year: 2012 ident: D3OB00389B/cit7e/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja309003x – volume: 78 start-page: 6842 year: 2013 ident: D3OB00389B/cit3b/1 publication-title: J. Org. Chem. doi: 10.1021/jo400609w – volume: 31 start-page: 7591 year: 2012 ident: D3OB00389B/cit7d/1 publication-title: Organometallics doi: 10.1021/om300896z – volume: 1 start-page: 738 year: 2022 ident: D3OB00389B/cit10/1 publication-title: Nat. Synth. doi: 10.1038/s44160-022-00123-3 – volume: 143 start-page: 5685 year: 2021 ident: D3OB00389B/cit2k/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.1c02772 – volume: 51 start-page: 8351 year: 2022 ident: D3OB00389B/cit8b/1 publication-title: Chem. Soc. Rev. doi: 10.1039/D2CS00553K – start-page: 2619 year: 2005 ident: D3OB00389B/cit4b/1 publication-title: Synlett – volume: 11 start-page: 7451 year: 2020 ident: D3OB00389B/cit2i/1 publication-title: Chem. Sci. doi: 10.1039/D0SC01049A – volume: 138 start-page: 13183 year: 2016 ident: D3OB00389B/cit2b/1 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.6b09334 – volume: 17 start-page: 150 year: 2015 ident: D3OB00389B/cit7h/1 publication-title: Org. Lett. doi: 10.1021/ol503383x – volume: 121 start-page: 110 year: 2021 ident: D3OB00389B/cit3g/1 publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.0c00160 – volume: 11 start-page: 9983 year: 2020 ident: D3OB00389B/cit2h/1 publication-title: Chem. Sci. doi: 10.1039/D0SC04041J – volume: 48 start-page: 817 year: 2012 ident: D3OB00389B/cit11/1 publication-title: Chem. Commun. doi: 10.1039/C1CC14856G – volume: 65 start-page: 1060 year: 2007 ident: WOS:000251140200003 article-title: P-chiral phosphine ligands for transition-metal-catalyzed asymmetric reactions publication-title: JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN – volume: 60 start-page: 15359 year: 2021 ident: WOS:000657354500001 article-title: Diethynyl Phosphinates for Cysteine-Selective Protein Labeling and Disulfide Rebridging publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.202100683 – volume: 133 start-page: 18618 year: 2011 ident: WOS:000297398900031 article-title: Polarity Inversion of Donor-Acceptor Cyclopropanes: Disubstituted δ-Lactones via Enantioselective Iridium Catalysis publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja2090993 – volume: 48 start-page: 817 year: 2012 ident: WOS:000299589700008 article-title: Simple unprecedented conversion of phosphine oxides and sulfides to phosphine boranes using sodium borohydride publication-title: CHEMICAL COMMUNICATIONS doi: 10.1039/c1cc14856g – volume: 118 start-page: 9344 year: 2018 ident: WOS:000446142400017 article-title: Phosphine-Catalyzed Asymmetric Organic Reactions publication-title: CHEMICAL REVIEWS doi: 10.1021/acs.chemrev.8b00261 – volume: 122 start-page: 6807 year: 2000 ident: WOS:000088320700051 article-title: Enantiomerically pure cyclohexenones by Fe-mediated carbonylation of alkenyl cyclopropanes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY – volume: 31 start-page: 7591 year: 2012 ident: WOS:000310925000036 article-title: Palladium-Catalyzed Asymmetric Formal [3+2] Cycloaddition of Vinyl Cyclopropanes and β,γ-Unsaturated α-Keto Esters: An Effective Route to Highly Functionalized Cyclopentanes publication-title: ORGANOMETALLICS doi: 10.1021/om300896z – volume: 128 start-page: 6302 year: 2006 ident: WOS:000237590400017 article-title: Asymmetric catalysis of the [5+2] cycloaddition reaction of vinylcyclopropanes and π-systems publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja058590u – volume: 58 start-page: 5739 year: 2019 ident: WOS:000466593400044 article-title: Pd-Catalyzed Dearomatization of Anthranils with Vinylcyclopropanes by [4+3] Cyclization Reaction publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201901251 – volume: 13 start-page: 4095 year: 2022 ident: WOS:000770076700001 article-title: Ni-catalyzed asymmetric hydrophosphinylation of conjugated enynes and mechanistic studies publication-title: CHEMICAL SCIENCE doi: 10.1039/d2sc00091a – volume: 144 start-page: 2893 year: 2022 ident: WOS:000765779100010 article-title: Rh-Catalyzed Regio- and Enantioselective Allylic Phosphinylation publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.2c00239 – volume: 45 start-page: 5771 year: 2016 ident: WOS:000385181300010 article-title: Applications and stereoselective syntheses of P-chirogenic phosphorus compounds publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/c6cs00031b – volume: 23 start-page: 8683 year: 2021 ident: WOS:000744178300006 article-title: Ni-Catalyzed Enantioselective Allylic Alkylation of H-Phosphinates publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.1c02986 – volume: 21 start-page: 8256 year: 2019 ident: WOS:000492114600024 article-title: Enantioselective Copper-Catalyzed 1,5-Cyanotrifluoromethylation of Vinylcyclopropanes publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.9b03012 – volume: 12 start-page: 6712 year: 2021 ident: WOS:000640671100001 article-title: Nickel-catalyzed asymmetric reductive aryl-allylation of unactivated alkenes publication-title: CHEMICAL SCIENCE doi: 10.1039/d1sc01115d – volume: 140 start-page: 6710 year: 2018 ident: WOS:000434101100028 article-title: Palladium-Catalyzed Asymmetric Allylic Alkylation of 3-Substituted 1H-Indoles and Tryptophan Derivatives with Vinylcyclopropanes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.8b03656 – volume: 60 start-page: 27241 year: 2021 ident: WOS:000720984700001 article-title: Cobalt-Catalysed Asymmetric Addition and Alkylation of Secondary Phosphine Oxides for the Synthesis of P-Stereogenic Compounds publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.202111137 – volume: 254 start-page: 1471 year: 1991 ident: WOS:A1991GT90300030 article-title: THE ATOM ECONOMY - A SEARCH FOR SYNTHETIC EFFICIENCY publication-title: SCIENCE – volume: 17 start-page: 150 year: 2015 ident: WOS:000347506200039 article-title: Palladium-Catalyzed Asymmetric Cycloadditions of Vinylcyclopropanes and in Situ Formed Unsaturated lmines: Construction of Structurally and Optically Enriched Spiroindolenines publication-title: ORGANIC LETTERS doi: 10.1021/ol503383x – volume: 11 start-page: 9983 year: 2020 ident: WOS:000572262400023 article-title: Access toP-chiralsec- andtert-phosphine oxides enabled by Le-Phos-catalyzed asymmetric kinetic resolution publication-title: CHEMICAL SCIENCE doi: 10.1039/d0sc04041j – volume: 16 start-page: 3506 year: 2018 ident: WOS:000432585800001 article-title: Beyond geminal diesters: increasing the scope of metal-mediated vinylcyclopropane annulations while decreasing pre-activation publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/c8ob00593a – volume: 60 start-page: 5806 year: 2021 ident: WOS:000613397100001 article-title: Regiodivergent Synthesis of Spirocyclic Compounds through Pd-Catalyzed Regio- and Enantioselective [3+2] Spiroannulation publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.202016439 – volume: 2 start-page: 1285 year: 2021 ident: WOS:000675843400001 article-title: Phosphinate esters as novel warheads for activity-based probes targeting serine proteases publication-title: RSC CHEMICAL BIOLOGY doi: 10.1039/d1cb00117e – start-page: 2619 year: 2005 ident: WOS:000232736400011 article-title: Cyclopropyl building blocks for organic syntheis, part 120. [5+1]cocyclization of (cyclopropylmethylene)cyclopropanes and other vinyl-cyclopropanes with carbon monoxide catalyzed by octacarbonyldicobalt publication-title: SYNLETT doi: 10.1055/s-2005-917102 – volume: 1 start-page: 738 year: 2022 ident: WOS:001124808800013 article-title: Enantioselective synthesis of P-stereogenic allenylphosphines through Ni-catalysed propargylic substitution publication-title: NATURE SYNTHESIS doi: 10.1038/s44160-022-00123-3 – volume: 50 start-page: 10421 year: 2011 ident: WOS:000297049300032 article-title: Rhodium-Catalyzed Ring Expansion of Cyclopropanes to Seven-membered Rings by 1,5 C-C Bond Migration publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201104861 – volume: 134 start-page: 398 year: 2012 ident: WOS:000301084200074 article-title: Asymmetric Rh(I)-Catalyzed Intramolecular [3+2] Cycloaddition of 1-Yne-vinylcyclopropanes for Bicyclo[3.3.0] Compounds with a Chiral Quaternary Carbon Stereocenter and Density Functional Theory Study of the Origins of Enantioselectivity publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja2082119 – volume: 52 start-page: 1101 year: 2019 ident: WOS:000465189800026 article-title: P-Chiral Phosphorus Ligands Based on a 2,3-Dihydrobenzo[d][1,3]oxaphosphole Motif for Asymmetric Catalysis publication-title: ACCOUNTS OF CHEMICAL RESEARCH doi: 10.1021/acs.accounts.9b00029 – volume: 61 start-page: ARTN e202117093 year: 2022 ident: WOS:000781686600001 article-title: Copper-Catalyzed Dynamic Kinetic C-P Cross-Coupling/Cyclization for the Concise Asymmetric Synthesis of Six-, Seven- and Eight-Membered P-Stereogenic Phosphorus Heterocycles publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.202117093 – volume: 19 start-page: 5702 year: 2021 ident: WOS:000660090800001 article-title: Cycloaddition of cyclopropanes for the elaboration of medium-sized carbocycles publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/d1ob00838b – volume: 51 start-page: 8351 year: 2022 ident: WOS:000854653500001 article-title: Ni-catalyzed C-S bond construction and cleavage publication-title: CHEMICAL SOCIETY REVIEWS doi: 10.1039/d2cs00553k – volume: 54 start-page: 5955 year: 2011 ident: WOS:000294385700001 article-title: Remarkable Potential of the α-Aminophosphonate/Phosphinate Structural Motif in Medicinal Chemistry publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm200587f – volume: 60 start-page: 14410 year: 2021 ident: WOS:000654794600001 article-title: Palladium-Catalyzed Cascade to Benzoxepins by Using Vinyl-Substituted Donor-Acceptor Cyclopropanes publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.202102862 – volume: 130 start-page: 4978 year: 2008 ident: WOS:000254643900053 article-title: Asymmetric Ni-catalyzed conjugate allylation of activated enones publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja710922h – volume: 21 start-page: 1713 year: 2019 ident: WOS:000461843900035 article-title: Palladium-Catalyzed Highly Enantioselective Cycloaddition of Vinyl Cyclopropanes with Imines publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.9b00274 – volume: 118 start-page: 10049 year: 2018 ident: WOS:000448754700002 article-title: Phosphine Organocatalysis publication-title: CHEMICAL REVIEWS doi: 10.1021/acs.chemrev.8b00081 – volume: 24 start-page: 1258 year: 2022 ident: WOS:000779409800027 article-title: Ni-Catalyzed Enantioselective Benzylation of Secondary Phosphine Oxide publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.2c00209 – volume: 117 start-page: 5704 year: 2017 ident: WOS:000400321700011 article-title: Phosphonate Biochemistry publication-title: CHEMICAL REVIEWS doi: 10.1021/acs.chemrev.6b00536 – volume: 127 start-page: 5798 year: 2005 ident: WOS:000228602600035 article-title: Selectivity in nickel-catalyzed rearrangements of cyclopropylenynes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja043253r – volume: 121 start-page: 110 year: 2021 ident: WOS:000611061700004 article-title: Transition Metal-Catalyzed Selective Carbon-Carbon Bond Cleavage of Vinylcyclopropanes in Cycloaddition Reactions publication-title: CHEMICAL REVIEWS doi: 10.1021/acs.chemrev.0c00160 – volume: 78 start-page: 6842 year: 2013 ident: WOS:000322210700002 article-title: Vinylcyclopropane Derivatives in Transition-Metal-Catalyzed Cycloadditions for the Synthesis of Carbocyclic Compounds publication-title: JOURNAL OF ORGANIC CHEMISTRY doi: 10.1021/jo400609w – volume: 141 start-page: 16584 year: 2019 ident: WOS:000492800500011 article-title: Ni-Catalyzed Asymmetric Allylation of Secondary Phosphine Oxides publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.9b08734 – volume: 59 start-page: 20814 year: 2020 ident: WOS:000576149400001 article-title: Catalytic Asymmetric Synthesis of the anti-COVID-19 Drug Remdesivir publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.202011527 – volume: 143 start-page: 5685 year: 2021 ident: WOS:000643591600017 article-title: Asymmetric Synthesis of P-Stereogenic Secondary Phosphine-Boranes by an Unsymmetric Bisphosphine Pincer-Nickel Complex publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.1c02772 – volume: 120 start-page: 6124 year: 2020 ident: WOS:000550644700009 article-title: Trends in the Usage of Bidentate Phosphines as Ligands in Nickel Catalysis publication-title: CHEMICAL REVIEWS doi: 10.1021/acs.chemrev.9b00682 – volume: 129 start-page: 6847 year: 2007 ident: WOS:000246686700045 article-title: Palladium-catalyzed asymmetric phosphination. Scope, mechanism, and origin of enantioselectivity publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja070225a – volume: 15 start-page: 2479 year: 2017 ident: WOS:000397948000002 article-title: Synthetic applications of vinyl cyclopropane opening publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/c6ob02647h – volume: 103 start-page: 3029 year: 2003 ident: WOS:000184821500013 article-title: New chiral phosphorus ligands for enantioselective hydrogenation publication-title: CHEMICAL REVIEWS doi: 10.1021/cr020049i – volume: 11 start-page: 7451 year: 2020 ident: WOS:000550969100019 article-title: Palladium-catalyzed asymmetric hydrophosphorylation of alkynes: facile access toP-stereogenic phosphinates publication-title: CHEMICAL SCIENCE doi: 10.1039/d0sc01049a – volume: 143 start-page: 13441 year: 2021 ident: WOS:000691789500063 article-title: Visible-Light-Induced Dearomatization of Indoles/Pyrroles with Vinylcyclopropanes: Expedient Synthesis of Structurally Diverse Polycyclic Indolines/Pyrrolines publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.1c07082 – volume: 134 start-page: 17823 year: 2012 ident: WOS:000310103800081 article-title: Palladium-Catalyzed Diastereo- and Enantioselective Formal [3+2]-Cycloadditions of Substituted Vinylcyclopropanes publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/ja309003x – start-page: 55 year: 2011 ident: 000953598100001.1 publication-title: Privileged Chiral Ligands and Catalysts – volume: 142 start-page: 20098 year: 2020 ident: WOS:000595544800042 article-title: Copper(I)-Catalyzed Asymmetric 1,4-Conjugate Hydrophosphination of α,β-Unsaturated Amides publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.0c09654 – volume: 23 start-page: 826 year: 2021 ident: WOS:000629001700038 article-title: Palladium-Catalyzed Diastereo- and Enantioselective [3+2] Cycloaddition of Vinylcyclopropanes with Azadienes: Efficient Access to Chiral Spirocycles publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.0c04062 – volume: 21 start-page: 531 year: 2015 ident: WOS:000347231300004 article-title: Iridium Catalyzed Carbocyclizations: Efficient (5+2) Cycloadditions of Vinylcyclopropanes and Alkynes publication-title: CHEMISTRY-A EUROPEAN JOURNAL doi: 10.1002/chem.201405729 – start-page: 4347 year: 2016 ident: 000953598100001.35 publication-title: Synthesis. – volume: 141 start-page: 14098 year: 2019 ident: WOS:000486361800017 article-title: Desymmetrization of Phosphinic Acids via Pd-Catalyzed Asymmetric Allylic Alkylation: Rapid Access to P-Chiral Phosphinates publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.9b07340 – volume: 15 start-page: 1791 year: 2013 ident: WOS:000318001400001 article-title: Nickel-Catalyzed Cycloaddition of Vinylcyclopropanes to Imines publication-title: ORGANIC LETTERS doi: 10.1021/ol4005068 – volume: 60 start-page: 8103 year: 2004 ident: WOS:000223609800011 article-title: Ring strain energies: substituted rings, norbornanes, norbornenes and norbornadienes publication-title: TETRAHEDRON doi: 10.1016/j.tet.2004.06.100 – volume: 61 start-page: ARTN e202114981 year: 2022 ident: WOS:000746014400001 article-title: Nickel-Mediated Enantioselective Photoredox Allylation of Aldehydes with Visible Light publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.202114981 – volume: 376 start-page: 1230 year: 2022 ident: WOS:000812323000041 article-title: Enantioselective hydrogen-bond-donor catalysis to access diverse stereogenic-at-P(V) compounds publication-title: SCIENCE doi: 10.1126/science.abp8488 – volume: 4 start-page: 28 year: 2015 ident: WOS:000347786100003 article-title: Enantioselective Cycloadditions of Vinyl Cyclopropanes and Nitroolefins for Functionally and Optically Enriched Nitrocyclopentanes publication-title: ASIAN JOURNAL OF ORGANIC CHEMISTRY doi: 10.1002/ajoc.201402219 – volume: 8 start-page: 3824 year: 2010 ident: WOS:000280818300001 article-title: Chiral phosphine oxides in present-day organocatalysis publication-title: ORGANIC & BIOMOLECULAR CHEMISTRY doi: 10.1039/c004681g – volume: 60 start-page: 27247 year: 2021 ident: WOS:000718933600001 article-title: Palladium/Xiao-Phos-Catalyzed Kinetic Resolution of sec-Phosphine Oxides by P-Benzylation publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.202111957 – volume: 50 start-page: 6167 year: 2011 ident: WOS:000292641200033 article-title: Palladium-Catalyzed Diastereo- and Enantioselective Synthesis of Substituted Cyclopentanes through a Dynamic Kinetic Asymmetric Formal [3+2]-Cycloaddition of Vinyl Cyclopropanes and Alkylidene Azlactones publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION doi: 10.1002/anie.201101684 – volume: 16 start-page: 2659 year: 2016 ident: WOS:000389844000016 article-title: Searching for Practically Useful P-Chirogenic Phosphine Ligands publication-title: CHEMICAL RECORD doi: 10.1002/tcr.201600098 – volume: 24 start-page: 3965 year: 2022 ident: WOS:000810534400001 article-title: Enantioselective [3+2] Cycloaddition of Vinylcyclopropanes with Alkenyl N-Heteroarenes Enabled by Palladium Catalysis publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.2c01326 – volume: 57 start-page: 5308 year: 2016 ident: WOS:000388781000004 article-title: Asymmetric synthesis of chiral P-stereogenic triaryl phosphine oxides via Pd-catalyzed kinetic arylation of diaryl phosphine oxides publication-title: TETRAHEDRON LETTERS doi: 10.1016/j.tetlet.2016.10.048 – volume: 138 start-page: 13183 year: 2016 ident: WOS:000385469600022 article-title: Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.6b09334 – volume: 141 start-page: 20556 year: 2019 ident: WOS:000505627300075 article-title: P-Chiral Phosphines Enabled by Palladium/Xiao-Phos-Catalyzed Asymmetric P-C Cross-Coupling of Secondary Phosphine Oxides and Aryl Bromides publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY doi: 10.1021/jacs.9b11938 |
| SSID | ssj0019764 |
| Score | 2.4832752 |
| Snippet | Activated vinylcyclopropanes can form zwitterionic π-allylmetal species in the presence of transition metals and are widely used in organic synthesis. A... Activated vinylcyclopropanes can form zwitterionic pi-allylmetal species in the presence of transition metals and are widely used in organic synthesis. A... |
| Source | Web of Science |
| SourceID | proquest pubmed webofscience crossref rsc |
| SourceType | Aggregation Database Index Database Enrichment Source Publisher |
| StartPage | 396 |
| SubjectTerms | Allyl compounds Chemical reactions Chemical synthesis Chemistry Chemistry, Organic Enantiomers Heavy metals Nickel Phosphine Phosphine oxide Physical Sciences Science & Technology Transition metals |
| Title | Nickel-catalysed enantioselective reaction of secondary phosphine oxides and activated vinylcyclopropanes |
| URI | http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000953598100001 https://www.ncbi.nlm.nih.gov/pubmed/36974750 https://www.proquest.com/docview/2799417114 https://www.proquest.com/docview/2800149851 |
| Volume | 21 |
| WOS | 000953598100001 |
| WOSCitedRecordID | wos000953598100001 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1db9MwFLVKJ8FeEF-DwEBB7AVNgSZ24vhxK0MDIRDQiYmXKnEcNaI0VdNMlL_In-Lajp2060PhpR-ulaY-p_eea19fI3SU-jwhggQeSRnzSJRyL80p90SSBwMeM1krVmZbfIzOL8j7y_Cy1_vTyVqql-kr_nvrvpL_QRXaAFe5S_YfkLUXhQZ4DfjCIyAMjzthDDD-EFNPTcGsKpCOQqa1FGWlDreROUEgCbnRhJWMfTOZJTeflNV8IvVl-avIhC7TLDteJVKAXhWz1ZSv-LQE8wrWokkzbCSs3r3JFWfk5n1zvu4xN2fHtVRpJqO_T-rSZv4UtWy6rL2RaLymytBWWQVfktmipaudzP4M_tX7JoruFEWAPVUL0ZJKT4R8LfnxcO1GtMUllHoyGUc7pG6brnJkzLTeSG3oGHaMLh6wqOPA5ZLFVucwwLK2aoZLacpituZBANj5T0UTHMkQKxy0DtIkBWz4TZvNqHSqrISo10puoL2AgpDro72Ts9G7D3ZRC5SfSnIwv9hUy8XsdXtT--imuYN1qXQt_gE1tKj4VsGkxNHoDrrdRDXuiaboXdQTs3volsXhPio2qepuUtU1VHXL3LVUdS1VXU1VF6jqWqq616n6AF28PRsNz73mlA-PY0yXQBQ5UUJxzgRNIRhOgpRlWAiawzMXKcQTCQkESWLG4zDMQLCLIExZEvgROKMBPkD9WTkTj5DrR3FA_TT3o5ySJKBJCO9J5EcQxXDOMwe9NAM65k0JfHkSy3SsUjEwG7_Bn04VDqcOemH7znXhl629Dg0u48YwVOOAMkZ86vvEQc_txzDgci0ORqKsoU-sJicg3nHQQ42n_RqDv4MOAGDb3HLEQUddzG2PDSI6yN-l27AZCVkEY_l4t0s_QfvtH_0Q9ZeLWjwFdb5MnzWs_wtdvuSd |
| linkProvider | Royal Society of Chemistry |
| openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Nickel-catalysed+enantioselective+reaction+of+secondary+phosphine+oxides+and+activated+vinylcyclopropanes&rft.jtitle=Organic+%26+biomolecular+chemistry&rft.au=Huang%2C+Zhuo&rft.au=Liu%2C+Xu-Teng&rft.au=Cui%2C+Ranran&rft.au=Zhang%2C+Qing-Wei&rft.date=2023-04-12&rft.pub=Royal+Soc+Chemistry&rft.issn=1477-0520&rft.eissn=1477-0539&rft.volume=21&rft.issue=15&rft.spage=3096&rft.epage=3100&rft_id=info:doi/10.1039%2Fd3ob00389b&rft_id=info%3Apmid%2F36974750&rft.externalDBID=n%2Fa&rft.externalDocID=000953598100001 |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1477-0520&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1477-0520&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1477-0520&client=summon |