Chiral Phosphoric Acid Catalyzed Enantioselective Allylation of Aldehydes with Allyltrichlorosilane
Easily accessible chiral phosphoric acid lb has been applied as efficient organocatalyst for the asymmetric al- lylation of aldehydes with allyltrichlorosilane. In the presence of 20 mol% of lb, the allylation of a broad range of aldehydes proceeded smoothly to give the corresponding homoallylic alc...
Saved in:
| Published in | Chinese journal of chemistry Vol. 29; no. 8; pp. 1669 - 1671 |
|---|---|
| Main Author | |
| Format | Journal Article |
| Language | English |
| Published |
Weinheim
WILEY-VCH Verlag
01.08.2011
WILEY‐VCH Verlag Wiley Subscription Services, Inc |
| Subjects | |
| Online Access | Get full text |
| ISSN | 1001-604X 1614-7065 |
| DOI | 10.1002/cjoc.201180244 |
Cover
| Abstract | Easily accessible chiral phosphoric acid lb has been applied as efficient organocatalyst for the asymmetric al- lylation of aldehydes with allyltrichlorosilane. In the presence of 20 mol% of lb, the allylation of a broad range of aldehydes proceeded smoothly to give the corresponding homoallylic alcohol with up to 87% ee and 97% yield. |
|---|---|
| AbstractList | Easily accessible chiral phosphoric acid
1b
has been applied as efficient organocatalyst for the asymmetric allylation of aldehydes with allyltrichlorosilane. In the presence of 20 mol% of
1b
, the allylation of a broad range of aldehydes proceeded smoothly to give the corresponding homoallylic alcohol with up to 87%
ee
and 97% yield. Easily accessible chiral phosphoric acid 1b has been applied as efficient organocatalyst for the asymmetric allylation of aldehydes with allyltrichlorosilane. In the presence of 20 mol% of 1b, the allylation of a broad range of aldehydes proceeded smoothly to give the corresponding homoallylic alcohol with up to 87% ee and 97% yield. Easily accessible chiral phosphoric acid lb has been applied as efficient organocatalyst for the asymmetric al- lylation of aldehydes with allyltrichlorosilane. In the presence of 20 mol% of lb, the allylation of a broad range of aldehydes proceeded smoothly to give the corresponding homoallylic alcohol with up to 87% ee and 97% yield. |
| Author | Cheng, Ke Fan, Tiantian Sun, Jian |
| AuthorAffiliation | Natural Products Research Center, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China |
| Author_xml | – sequence: 1 fullname: 程柯 范甜甜 孙健 |
| BookMark | eNqFkM1vFSEUxYmpiW1163qM63lyGQZmli9jrR-NVeNX3BAeAx2eCK9AreNfL3WaF2NiXAGX87v33HOEDnzwGqGHgFeAMXmitkGtCAboMKH0DjoEBrTmmLUH5Y4x1AzTz_fQUUrbouecsEOkhslG6ao3U0i7KUSrqrWyYzXILN38U4_ViZc-25C00yrb77paOzc7WUq-Cqa8Rj3No07Vtc3T8plLm8mFGJJ10uv76K6RLukHt-cx-vDs5P3wvD47P30xrM9q1XTFKeUdNb3GpmMKuOpxxwDMuGk6KseNwZIRALzpmATKDBkxYaRrR6JbRVutTXOMHi99dzFcXumUxTZcRV9GCuCMdbgHyouKLipV_KWojVA2_14nR2mdACxu4hQ3cYp9nAVb_YXtov0m4_xvoF-Aa-v0_B-1GF6eD3-y9cLalPWPPSvjV8F4w1vx6fWp-PKxeff26SsQQ9E_ujU3BX9xaf3Fnml6wKRtWfMLX26l3w |
| CitedBy_id | crossref_primary_10_1002_ejoc_201403034 crossref_primary_10_1002_chin_201201021 crossref_primary_10_1002_chem_201203817 crossref_primary_10_1002_cjoc_201100464 crossref_primary_10_1039_D2QO01209J |
| Cites_doi | 10.1016/S0040-4039(00)79181-7 10.1016/S0040-4039(98)00334-7 10.1055/s-1994-25497 10.1021/jo035074i 10.1021/jo0300800 10.1055/s-0029-1218801 10.1039/b807577h 10.1021/ja981091r 10.1021/jo060243v 10.1002/9783527613267.ch11 10.1002/adsc.200606074 10.1021/ol025971t 10.1002/adsc.200600400 10.1016/S1381-1169(02)00649-0 10.1021/cr068374j 10.1021/jo00101a021 10.1021/ja002060a 10.1021/ja035061m 10.1021/ol026376u 10.1039/b309704h 10.1021/ol050972h 10.1021/cr00022a010 10.1246/cl.1994.1773 10.1021/jo020691c 10.2478/s11532-010-0099-7 10.1002/9783527613267.ch10 10.1021/ol049213 10.1002/anie.200600529 10.1016/S0040-4020(97)00084-7 10.1021/cr020050h 10.1016/S0040-4039(01)01047-4 10.1021/jo052202p 10.1002/adsc.200404054 10.1016/S0040-4039(03)01801-X 10.1021/jo00100a013 10.1002/anie.200351737 10.1021/ja016552e 10.1002/anie.200503132 10.1021/ja711338q 10.1016/S0040-4020(98)01097-7 10.1248/cpb.48.306 10.1021/ol025654m 10.1021/ol050814q |
| ContentType | Journal Article |
| Copyright | Copyright © 2011 SIOC, CAS, Shanghai & WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim Copyright © 2011 SIOC, CAS, Shanghai & WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim |
| Copyright_xml | – notice: Copyright © 2011 SIOC, CAS, Shanghai & WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim – notice: Copyright © 2011 SIOC, CAS, Shanghai & WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim |
| DBID | 2RA 92L CQIGP ~WA BSCLL AAYXX CITATION |
| DOI | 10.1002/cjoc.201180244 |
| DatabaseName | 维普_期刊 中文科技期刊数据库-CALIS站点 中文科技期刊数据库-7.0平台 中文科技期刊数据库- 镜像站点 Istex CrossRef |
| DatabaseTitle | CrossRef |
| DatabaseTitleList | CrossRef |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Chemistry |
| DocumentTitleAlternate | Chiral Phosphoric Acid Catalyzed Enantioselective Allylation of Aldehydes with Allyltrichlorosilane |
| EISSN | 1614-7065 |
| EndPage | 1671 |
| ExternalDocumentID | 3957985821 10_1002_cjoc_201180244 CJOC201180244 ark_67375_WNG_ZV3RQDK1_C 39102556 |
| Genre | shortCommunication |
| GrantInformation_xml | – fundername: the National Natural Science Foundation of China funderid: 20732006 and 20972152 |
| GroupedDBID | .3N .GA .Y3 05W 0R~ 10A 1L6 1OB 1OC 29B 2RA 31~ 33P 3SF 3WU 4.4 50Y 50Z 51W 51X 52M 52N 52O 52P 52S 52T 52U 52W 52X 53G 5GY 5VR 5VS 66C 702 7PT 8-0 8-1 8-3 8-4 8-5 8UM 92L AAESR AAEVG AAHHS AANLZ AAONW AASGY AAXRX AAZKR ABCQN ABCUV ABDBF ABEML ABHUG ABIJN ABJNI ABPVW ACAHQ ACBWZ ACCFJ ACCZN ACGFS ACIWK ACPOU ACSCC ACXBN ACXME ACXQS ADAWD ADBBV ADDAD ADEOM ADIZJ ADKYN ADMGS ADOZA ADXAS ADZMN ADZOD AEEZP AEIGN AEIMD AENEX AEQDE AEUQT AEUYR AFBPY AFFPM AFGKR AFPWT AFRAH AFUIB AFVGU AGJLS AHBTC AIURR AIWBW AJBDE AJXKR ALAGY ALMA_UNASSIGNED_HOLDINGS ALUQN AMBMR AMYDB ATUGU AUFTA AZBYB AZFZN AZVAB BAFTC BDRZF BFHJK BHBCM BMNLL BMXJE BNHUX BROTX BRXPI BY8 BZXJU CCEZO CDRFL CHBEP CQIGP CS3 CW9 D-E D-F DCZOG DPXWK DR2 DRFUL DRSTM EBS EJD F00 F01 F04 FA0 FEDTE G-S G.N GODZA H.T H.X HF~ HVGLF HZ~ IX1 J0M JPC LATKE LAW LC2 LC3 LEEKS LH4 LITHE LOXES LP6 LP7 LUTES LYRES MEWTI MK4 MRFUL MRSTM MSFUL MSSTM MXFUL MXSTM N04 N05 N9A NF~ O66 O9- P2W P4D PALCI Q.N Q11 QB0 QRW R.K RIWAO RJQFR RK2 RNS ROL RWI RX1 RYL SAMSI SUPJJ W8V W99 WBFHL WBKPD WIH WIK WOHZO WQJ WRC WXSBR WYISQ XG1 XV2 ZZTAW ~IA ~WA ~WT -SB -S~ 5XA 5XC AAHQN AAMMB AAMNL AANHP AAYCA ACRPL ACUHS ACYXJ ADNMO AEFGJ AEYWJ AFWVQ AGHNM AGQPQ AGXDD AGYGG AIDQK AIDYY AIQQE AITYG ALVPJ BSCLL CAJEB HGLYW OIG Q-- TGP U1G U5L AAXDM AAYXX CITATION |
| ID | FETCH-LOGICAL-c3814-4784f9e0f86c17c908611fdb384adbf0a62110b86a146f2d026285d2e5c45eef3 |
| IEDL.DBID | DR2 |
| ISSN | 1001-604X |
| IngestDate | Fri Jul 25 10:44:30 EDT 2025 Wed Oct 01 04:14:53 EDT 2025 Thu Apr 24 23:02:36 EDT 2025 Wed Jan 22 16:42:52 EST 2025 Sun Sep 21 06:19:56 EDT 2025 Wed Feb 14 09:54:31 EST 2024 |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 8 |
| Language | English |
| License | http://onlinelibrary.wiley.com/termsAndConditions#vor |
| LinkModel | DirectLink |
| MergedId | FETCHMERGED-LOGICAL-c3814-4784f9e0f86c17c908611fdb384adbf0a62110b86a146f2d026285d2e5c45eef3 |
| Notes | phosphoric acid, allylation, aldehydes, allyltrichlorosilane 31-1547/O6 Cheng, Ke Fan, Tiantian Sun, Jian（a Natural Products Research Center, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China b Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China） Easily accessible chiral phosphoric acid lb has been applied as efficient organocatalyst for the asymmetric al- lylation of aldehydes with allyltrichlorosilane. In the presence of 20 mol% of lb, the allylation of a broad range of aldehydes proceeded smoothly to give the corresponding homoallylic alcohol with up to 87% ee and 97% yield. istex:A6C2736E0AFA94C757A87C2CAFE77AF89602A94B ArticleID:CJOC201180244 the National Natural Science Foundation of China - No. 20732006 and 20972152 ark:/67375/WNG-ZV3RQDK1-C ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14 |
| PQID | 1766809147 |
| PQPubID | 986331 |
| PageCount | 3 |
| ParticipantIDs | proquest_journals_1766809147 crossref_citationtrail_10_1002_cjoc_201180244 crossref_primary_10_1002_cjoc_201180244 wiley_primary_10_1002_cjoc_201180244_CJOC201180244 istex_primary_ark_67375_WNG_ZV3RQDK1_C chongqing_primary_39102556 |
| ProviderPackageCode | CITATION AAYXX |
| PublicationCentury | 2000 |
| PublicationDate | August, 2011 |
| PublicationDateYYYYMMDD | 2011-08-01 |
| PublicationDate_xml | – month: 08 year: 2011 text: August, 2011 |
| PublicationDecade | 2010 |
| PublicationPlace | Weinheim |
| PublicationPlace_xml | – name: Weinheim – name: Shanghai |
| PublicationTitle | Chinese journal of chemistry |
| PublicationTitleAlternate | Chinese Journal of Chemistry |
| PublicationYear | 2011 |
| Publisher | WILEY-VCH Verlag WILEY‐VCH Verlag Wiley Subscription Services, Inc |
| Publisher_xml | – name: WILEY-VCH Verlag – name: WILEY‐VCH Verlag – name: Wiley Subscription Services, Inc |
| References | Iseki, K.; Kuroki, Y.; Takahashi, M.; Kishimoto, S.; Kobayashi, Y.. Tetrahedron, 1997, 53, 3513. Kobayashi, S.; Nishio, K.. Chem. Lett., 1994, 1773. Shimada, T.; Kina, A.; Hayashi, T.. J. Org. Chem., 2003, 68, 6329. Wadamoto, M.; Ozasa, N.; Yanagisawa, A.; Yamamoto, H.. J. Org. Chem., 2003, 63, 5593. Malkov, A. V.; Dufková, L.; Farrugia, L.; Koèovsky, P.. Angew. Chem., Int. Ed., 2003, 42, 3674. Denmark, S. E.; Coe, D. M.; Pratt, N. E.; Griedel, B. D.. J. Org. Chem., 1994, 59, 6161. Kobayashi, S.; Nishio, K.. Synthesis, 1994, 457. Denmark, S. E.; Fu, J.; Coe, D. M.; Su, X.; Pratt, N. E.; Griedel, B. D.. J. Org. Chem., 2006, 71, 1513. Traverse, J. F.; Zhao, Y.; Hoveyda, A. H.; Snapper, M. L.. Org. Lett., 2005, 7, 3151. Malkov, A. V.; Ramírez-López, P.; Biedermannová(nèeBendová), L.; Rulíšek, L.; Dufková, L.; Kotora, M.; Zhu, F.; Koèovsky, P.. J. Am. Chem. Soc., 2008, 130, 5341. Connon, S. J.. Angew. Chem., Int. Ed., 2006, 45, 3909. Denmark, S. E.; Fu, J.. J. Am. Chem. Soc., 2001, 123, 9488. Malkov, A. V.; Mariani, A.; MacDougall, K. N.; Koèovsky, P.. Org. Lett., 2004, 6, 2253. Malkov, A. V.; Bell, M.; Vassieu, M.; Bugatti, V.; Koèovsky, P.. J. Mol. Catal. A, 2003, 196, 179. Massa, A.; Malkov, A. V.; Koèovsky, P.; Scettri, A.. Tetrahedron Lett., 2003, 44, 7179. Terada, M.. Chem. Commun., 2008, 4097. Akiyama, T.. Chem. Rev., 2007, 107, 5744. Denmark, S. E.; Fu, J.. Org. Lett., 2002, 4, 1951. Helmchen, G.; Hoffmann, R.; Mulzer, J.; Schaumann, E., In Stereoselective Synthesis Methods of Organic Chemistry (Houben-Weyl), Vol. 3, 21st ed., Thieme Stuttgart, New York, 1996, pp. 1357-1602. Iseki, K.; Mizuno, S.; Kurki, Y.; Kobayashi, Y.. Tetrahedron Lett., 1998, 39, 2767. Malkov, A. V.; Orsini, M.; Pernazza, D.; Muir, K. W.; Langer, V.; Meghani, P.; Koèovsky, P.. Org. Lett., 2002, 4, 1047. Yamamoto, Y.; Asao, N.. Chem. Rev., 1993, 93, 2207. Denmark, S. E.; Fu, J.. Chem. Rev., 2003, 103, 2763. Hrdina, R.; Valterová, I.; Hodaèová, J.; Císaøová, I.; Kotora, M.. Adv. Synth. Catal., 2007, 349, 822. Kobayashi, S.; Nishio, K.. Tetrahedron Lett., 1993, 34, 3453. Denmark, S. E.; Pham, S. M.; Stavenger, R. A.; Su, X.; Wong, K.-T.; Nishigaichi, Y.. J. Org. Chem., 2006, 71, 3904. Nakajima, M.; Saito, M.; Shiro, M.; Hashimoto, S.. J. Am. Chem. Soc., 1998, 120, 6419. Rowlands, G. J.; Barnes, W. K.. Chem. Commun., 2003, 2712. Taylor, M. S.; Jacobsen, E. N.. Angew. Chem., Int. Ed., 2006, 45, 1520. Massa, A.; Capozzolo, L.; Scettri, A.. Cent. Eur. J. Chem., 2010, 8, 1210. Nakajima, M.; Saito, M.; Shiro, M.; Hashimoto, S.. Chem. Pharm. Bull., 2000, 48, 306. Kina, A.; Shimada, T.; Hayashi, T.. Adv. Synth. Catal., 2004, 346, 1169. Kobayashi, S.; Ogana, C.; Konishi, H.; Sugiura, M.. J. Am. Chem. Soc., 2003, 125, 6610. Iseki, K.; Mizuno, S.; Kurki, Y.; Kobayashi, Y.. Tetrahedron, 1999, 55, 977. Malkov, A. V.; Bell, M.; Orsini, M.; Pernazza, D.; Massa, A.; Herrmann, P.; Meghani, P.; Koèovsky, P.. J. Org. Chem., 2003, 68, 9659. Kobayashi, S.; Nishio, K.. J. Org. Chem., 1994, 59, 6620. Terada, M.. Synthesis, 2010, 1929. Denmark, S. E.; Fu, J.. J. Am. Chem. Soc., 2000, 122, 12021. Akiyama, T.; Itoh, J.; Fuchibe, K.. Adv. Synth. Catal., 2006, 348, 999. Malkov, A. V.; Bell, M.; Castelluzzo, F.; Koèovsky, P.. Org. Lett., 2005, 7, 3219. Shimada, T.; Kina, A.; Ikeda, S.; Hayashi, T.. Org. Lett., 2002, 4, 2799. Hellwig, J.; Belser, T.; Müller, J. F. K.. Tetrahedron Lett., 2001, 42, 5417. 2006; 71 2001; 123 2007; 349 2007; 107 2004; 346 2000; 48 2010 2008 2004; 6 2002; 4 1994 2003 2001; 42 2003; 196 1993; 34 1998; 39 2006; 45 2000 1993; 93 1997; 53 2003; 68 1999; 55 2005; 7 1994; 59 2000; 122 2003; 103 2003; 125 1996; 3 2003; 63 2006; 348 2003; 42 2008; 130 1998; 120 2003; 44 2010; 8 e_1_2_1_41_2 e_1_2_1_40_2 e_1_2_1_22_2 e_1_2_1_45_2 e_1_2_1_23_2 e_1_2_1_44_2 e_1_2_1_20_2 e_1_2_1_43_2 e_1_2_1_21_2 e_1_2_1_42_2 e_1_2_1_26_2 e_1_2_1_49_2 e_1_2_1_27_2 e_1_2_1_48_2 e_1_2_1_24_2 e_1_2_1_47_2 e_1_2_1_25_2 e_1_2_1_46_2 e_1_2_1_28_2 e_1_2_1_29_2 Helmchen G. (e_1_2_1_6_2) 1996 e_1_2_1_30_2 e_1_2_1_7_2 e_1_2_1_4_2 e_1_2_1_5_2 e_1_2_1_2_2 e_1_2_1_11_2 e_1_2_1_34_2 e_1_2_1_3_2 e_1_2_1_12_2 e_1_2_1_33_2 e_1_2_1_32_2 e_1_2_1_10_2 e_1_2_1_31_2 e_1_2_1_15_2 e_1_2_1_38_2 e_1_2_1_16_2 e_1_2_1_37_2 e_1_2_1_13_2 e_1_2_1_36_2 e_1_2_1_14_2 e_1_2_1_35_2 e_1_2_1_19_2 e_1_2_1_8_2 e_1_2_1_17_2 e_1_2_1_9_2 e_1_2_1_18_2 e_1_2_1_39_2 |
| References_xml | – reference: Kobayashi, S.; Nishio, K.. Chem. Lett., 1994, 1773. – reference: Terada, M.. Synthesis, 2010, 1929. – reference: Traverse, J. F.; Zhao, Y.; Hoveyda, A. H.; Snapper, M. L.. Org. Lett., 2005, 7, 3151. – reference: Malkov, A. V.; Bell, M.; Orsini, M.; Pernazza, D.; Massa, A.; Herrmann, P.; Meghani, P.; Koèovsky, P.. J. Org. Chem., 2003, 68, 9659. – reference: Denmark, S. E.; Fu, J.. Chem. Rev., 2003, 103, 2763. – reference: Denmark, S. E.; Fu, J.. J. Am. Chem. Soc., 2000, 122, 12021. – reference: Malkov, A. V.; Ramírez-López, P.; Biedermannová(nèeBendová), L.; Rulíšek, L.; Dufková, L.; Kotora, M.; Zhu, F.; Koèovsky, P.. J. Am. Chem. Soc., 2008, 130, 5341. – reference: Taylor, M. S.; Jacobsen, E. N.. Angew. Chem., Int. Ed., 2006, 45, 1520. – reference: Helmchen, G.; Hoffmann, R.; Mulzer, J.; Schaumann, E., In Stereoselective Synthesis Methods of Organic Chemistry (Houben-Weyl), Vol. 3, 21st ed., Thieme Stuttgart, New York, 1996, pp. 1357-1602. – reference: Malkov, A. V.; Bell, M.; Vassieu, M.; Bugatti, V.; Koèovsky, P.. J. Mol. Catal. A, 2003, 196, 179. – reference: Kobayashi, S.; Nishio, K.. Tetrahedron Lett., 1993, 34, 3453. – reference: Malkov, A. V.; Mariani, A.; MacDougall, K. N.; Koèovsky, P.. Org. Lett., 2004, 6, 2253. – reference: Shimada, T.; Kina, A.; Hayashi, T.. J. Org. Chem., 2003, 68, 6329. – reference: Nakajima, M.; Saito, M.; Shiro, M.; Hashimoto, S.. Chem. Pharm. Bull., 2000, 48, 306. – reference: Denmark, S. E.; Fu, J.; Coe, D. M.; Su, X.; Pratt, N. E.; Griedel, B. D.. J. Org. Chem., 2006, 71, 1513. – reference: Wadamoto, M.; Ozasa, N.; Yanagisawa, A.; Yamamoto, H.. J. Org. Chem., 2003, 63, 5593. – reference: Kobayashi, S.; Nishio, K.. J. Org. Chem., 1994, 59, 6620. – reference: Rowlands, G. J.; Barnes, W. K.. Chem. Commun., 2003, 2712. – reference: Kina, A.; Shimada, T.; Hayashi, T.. Adv. Synth. Catal., 2004, 346, 1169. – reference: Hrdina, R.; Valterová, I.; Hodaèová, J.; Císaøová, I.; Kotora, M.. Adv. Synth. Catal., 2007, 349, 822. – reference: Massa, A.; Capozzolo, L.; Scettri, A.. Cent. Eur. J. Chem., 2010, 8, 1210. – reference: Kobayashi, S.; Nishio, K.. Synthesis, 1994, 457. – reference: Terada, M.. Chem. Commun., 2008, 4097. – reference: Iseki, K.; Mizuno, S.; Kurki, Y.; Kobayashi, Y.. Tetrahedron, 1999, 55, 977. – reference: Kobayashi, S.; Ogana, C.; Konishi, H.; Sugiura, M.. J. Am. Chem. Soc., 2003, 125, 6610. – reference: Yamamoto, Y.; Asao, N.. Chem. Rev., 1993, 93, 2207. – reference: Denmark, S. E.; Coe, D. M.; Pratt, N. E.; Griedel, B. D.. J. Org. Chem., 1994, 59, 6161. – reference: Malkov, A. V.; Bell, M.; Castelluzzo, F.; Koèovsky, P.. Org. Lett., 2005, 7, 3219. – reference: Connon, S. J.. Angew. Chem., Int. Ed., 2006, 45, 3909. – reference: Shimada, T.; Kina, A.; Ikeda, S.; Hayashi, T.. Org. Lett., 2002, 4, 2799. – reference: Iseki, K.; Kuroki, Y.; Takahashi, M.; Kishimoto, S.; Kobayashi, Y.. Tetrahedron, 1997, 53, 3513. – reference: Massa, A.; Malkov, A. V.; Koèovsky, P.; Scettri, A.. Tetrahedron Lett., 2003, 44, 7179. – reference: Iseki, K.; Mizuno, S.; Kurki, Y.; Kobayashi, Y.. Tetrahedron Lett., 1998, 39, 2767. – reference: Hellwig, J.; Belser, T.; Müller, J. F. K.. Tetrahedron Lett., 2001, 42, 5417. – reference: Akiyama, T.; Itoh, J.; Fuchibe, K.. Adv. Synth. Catal., 2006, 348, 999. – reference: Denmark, S. E.; Fu, J.. Org. Lett., 2002, 4, 1951. – reference: Nakajima, M.; Saito, M.; Shiro, M.; Hashimoto, S.. J. Am. Chem. Soc., 1998, 120, 6419. – reference: Akiyama, T.. Chem. Rev., 2007, 107, 5744. – reference: Malkov, A. V.; Orsini, M.; Pernazza, D.; Muir, K. W.; Langer, V.; Meghani, P.; Koèovsky, P.. Org. Lett., 2002, 4, 1047. – reference: Denmark, S. E.; Pham, S. M.; Stavenger, R. A.; Su, X.; Wong, K.-T.; Nishigaichi, Y.. J. Org. Chem., 2006, 71, 3904. – reference: Malkov, A. V.; Dufková, L.; Farrugia, L.; Koèovsky, P.. Angew. Chem., Int. Ed., 2003, 42, 3674. – reference: Denmark, S. E.; Fu, J.. J. Am. Chem. Soc., 2001, 123, 9488. – volume: 71 start-page: 3904 year: 2006 publication-title: J. Org. Chem. – start-page: 1773 year: 1994 publication-title: Chem. Lett. – volume: 45 start-page: 3909 year: 2006 publication-title: Angew. Chem., Int. Ed. – volume: 4 start-page: 1047 year: 2002 publication-title: Org. Lett. – start-page: 403 year: 2000 end-page: 490 – volume: 34 start-page: 3453 year: 1993 publication-title: Tetrahedron Lett. – volume: 39 start-page: 2767 year: 1998 publication-title: Tetrahedron Lett. – volume: 48 start-page: 306 year: 2000 publication-title: Chem. Pharm. Bull. – volume: 4 start-page: 2799 year: 2002 publication-title: Org. Lett. – volume: 45 start-page: 1520 year: 2006 publication-title: Angew. Chem., Int. Ed. – volume: 71 start-page: 1513 year: 2006 publication-title: J. Org. Chem. – volume: 7 start-page: 3219 year: 2005 publication-title: Org. Lett. – volume: 122 start-page: 12021 year: 2000 publication-title: J. Am. Chem. Soc. – volume: 42 start-page: 3674 year: 2003 publication-title: Angew. Chem., Int. Ed. – volume: 8 start-page: 1210 year: 2010 publication-title: Cent. Eur. J. Chem. – start-page: 457 year: 1994 publication-title: Synthesis – volume: 59 start-page: 6620 year: 1994 publication-title: J. Org. Chem. – start-page: 1929 year: 2010 publication-title: Synthesis – volume: 349 start-page: 822 year: 2007 publication-title: Adv. Synth. Catal. – volume: 107 start-page: 5744 year: 2007 publication-title: Chem. Rev. – volume: 130 start-page: 5341 year: 2008 publication-title: J. Am. Chem. Soc. – volume: 7 start-page: 3151 year: 2005 publication-title: Org. Lett. – start-page: 4097 year: 2008 publication-title: Chem. Commun. – volume: 123 start-page: 9488 year: 2001 publication-title: J. Am. Chem. Soc. – volume: 53 start-page: 3513 year: 1997 publication-title: Tetrahedron – volume: 68 start-page: 9659 year: 2003 publication-title: J. Org. Chem. – volume: 196 start-page: 179 year: 2003 publication-title: J. Mol. Catal. A – volume: 93 start-page: 2207 year: 1993 publication-title: Chem. Rev. – volume: 55 start-page: 977 year: 1999 publication-title: Tetrahedron – volume: 59 start-page: 6161 year: 1994 publication-title: J. Org. Chem. – volume: 42 start-page: 5417 year: 2001 publication-title: Tetrahedron Lett. – volume: 6 start-page: 2253 year: 2004 publication-title: Org. Lett. – start-page: 299 year: 2000 end-page: 402 – volume: 4 start-page: 1951 year: 2002 publication-title: Org. Lett. – volume: 120 start-page: 6419 year: 1998 publication-title: J. Am. Chem. Soc. – volume: 125 start-page: 6610 year: 2003 publication-title: J. Am. Chem. Soc. – volume: 3 start-page: 1357 year: 1996 end-page: 1602 – volume: 63 start-page: 5593 year: 2003 publication-title: J. Org. Chem. – volume: 103 start-page: 2763 year: 2003 publication-title: Chem. Rev. – volume: 68 start-page: 6329 year: 2003 publication-title: J. Org. Chem. – volume: 44 start-page: 7179 year: 2003 publication-title: Tetrahedron Lett. – volume: 346 start-page: 1169 year: 2004 publication-title: Adv. Synth. Catal. – start-page: 2712 year: 2003 publication-title: Chem. Commun. – volume: 348 start-page: 999 year: 2006 publication-title: Adv. Synth. Catal. – ident: e_1_2_1_17_2 doi: 10.1016/S0040-4039(00)79181-7 – ident: e_1_2_1_20_2 doi: 10.1016/S0040-4039(98)00334-7 – ident: e_1_2_1_19_2 doi: 10.1055/s-1994-25497 – ident: e_1_2_1_32_2 doi: 10.1021/jo035074i – ident: e_1_2_1_27_2 doi: 10.1021/jo0300800 – ident: e_1_2_1_48_2 doi: 10.1055/s-0029-1218801 – ident: e_1_2_1_47_2 doi: 10.1039/b807577h – start-page: 1357 volume-title: Stereoselective Synthesis Methods of Organic Chemistry (Houben‐Weyl) year: 1996 ident: e_1_2_1_6_2 – ident: e_1_2_1_24_2 doi: 10.1021/ja981091r – ident: e_1_2_1_15_2 doi: 10.1021/jo060243v – ident: e_1_2_1_4_2 doi: 10.1002/9783527613267.ch11 – ident: e_1_2_1_45_2 – ident: e_1_2_1_40_2 doi: 10.1002/adsc.200606074 – ident: e_1_2_1_13_2 doi: 10.1021/ol025971t – ident: e_1_2_1_30_2 doi: 10.1002/adsc.200600400 – ident: e_1_2_1_33_2 doi: 10.1016/S1381-1169(02)00649-0 – ident: e_1_2_1_2_2 – ident: e_1_2_1_46_2 doi: 10.1021/cr068374j – ident: e_1_2_1_18_2 doi: 10.1021/jo00101a021 – ident: e_1_2_1_11_2 doi: 10.1021/ja002060a – ident: e_1_2_1_44_2 doi: 10.1021/ja035061m – ident: e_1_2_1_26_2 doi: 10.1021/ol026376u – ident: e_1_2_1_41_2 doi: 10.1039/b309704h – ident: e_1_2_1_34_2 doi: 10.1021/ol050972h – ident: e_1_2_1_49_2 – ident: e_1_2_1_5_2 doi: 10.1021/cr00022a010 – ident: e_1_2_1_23_2 doi: 10.1246/cl.1994.1773 – ident: e_1_2_1_10_2 doi: 10.1021/jo020691c – ident: e_1_2_1_42_2 doi: 10.2478/s11532-010-0099-7 – ident: e_1_2_1_3_2 doi: 10.1002/9783527613267.ch10 – ident: e_1_2_1_22_2 doi: 10.1021/ol049213 – ident: e_1_2_1_39_2 doi: 10.1002/anie.200600529 – ident: e_1_2_1_9_2 doi: 10.1016/S0040-4020(97)00084-7 – ident: e_1_2_1_7_2 doi: 10.1021/cr020050h – ident: e_1_2_1_16_2 doi: 10.1016/S0040-4039(01)01047-4 – ident: e_1_2_1_14_2 doi: 10.1021/jo052202p – ident: e_1_2_1_28_2 doi: 10.1002/adsc.200404054 – ident: e_1_2_1_37_2 – ident: e_1_2_1_43_2 doi: 10.1016/S0040-4039(03)01801-X – ident: e_1_2_1_8_2 doi: 10.1021/jo00100a013 – ident: e_1_2_1_35_2 doi: 10.1002/anie.200351737 – ident: e_1_2_1_12_2 doi: 10.1021/ja016552e – ident: e_1_2_1_38_2 doi: 10.1002/anie.200503132 – ident: e_1_2_1_36_2 doi: 10.1021/ja711338q – ident: e_1_2_1_21_2 doi: 10.1016/S0040-4020(98)01097-7 – ident: e_1_2_1_25_2 doi: 10.1248/cpb.48.306 – ident: e_1_2_1_31_2 doi: 10.1021/ol025654m – ident: e_1_2_1_29_2 doi: 10.1021/ol050814q |
| SSID | ssj0027726 |
| Score | 1.8861394 |
| Snippet | Easily accessible chiral phosphoric acid lb has been applied as efficient organocatalyst for the asymmetric al- lylation of aldehydes with... Easily accessible chiral phosphoric acid 1b has been applied as efficient organocatalyst for the asymmetric allylation of aldehydes with allyltrichlorosilane.... Easily accessible chiral phosphoric acid 1b has been applied as efficient organocatalyst for the asymmetric allylation of aldehydes with allyltrichlorosilane.... |
| SourceID | proquest crossref wiley istex chongqing |
| SourceType | Aggregation Database Enrichment Source Index Database Publisher |
| StartPage | 1669 |
| SubjectTerms | Aldehydes allylation allyltrichlorosilane phosphoric acid 不对称 手性 有机催化剂 烯丙基化 磷酸 酸催化 醛 高烯丙基醇 |
| Title | Chiral Phosphoric Acid Catalyzed Enantioselective Allylation of Aldehydes with Allyltrichlorosilane |
| URI | http://lib.cqvip.com/qk/84126X/201108/39102556.html https://api.istex.fr/ark:/67375/WNG-ZV3RQDK1-C/fulltext.pdf https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fcjoc.201180244 https://www.proquest.com/docview/1766809147 |
| Volume | 29 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| journalDatabaseRights | – providerCode: PRVWIB databaseName: Wiley Online Library - Core collection (SURFmarket) issn: 1001-604X databaseCode: DR2 dateStart: 20050101 customDbUrl: isFulltext: true eissn: 1614-7065 dateEnd: 99991231 omitProxy: false ssIdentifier: ssj0027726 providerName: Wiley-Blackwell |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV1Lb9QwEB5V5VAuQFsQKQXlgOgpbR5O4j2uQh8qaoGKwoqLFb_I0tWmbLYS21_PjLNJu0gICY5W7CQe2zPfjMbfALw2xqQWoUBQSo4OiixlIHWoA57Z3CZpxkxI953PzrOTS3Y6Skf3bvG3_BB9wI1OhtPXdMBL2RzckYaq77VyFJwczQwRgkZJ5nyqi_jO48pdvTXiGQqykI061sYwPlgdTswKVT399gPtxYqFekDC_rkCP--DWGeFjh5D2f1_m3xytX8zl_vq9jdqx_-Z4BN4tISo_rDdU5uwZqZbsFF0leG2QRXVeIY9PlR1c10RyYg_VGPtFxQKWtwa7R9Ses24blyRHdSn_nAyWbRZd35tsaVNtdCm8SkM3D6kSgHVpEaRjCn_9ilcHh1-Kk6CZbGGQKHRZwHLObMDE1qeqShXA3SVoshqmXBWamnDMiNXU_KsRN1sY42-X8xTHZtUsdQYmzyD9Wk9Nc_Bt4hqJOrgxCA6ssRcylViLGIXHQ90FHmw0y-WuG5JOUSCuIfo1DwIutUTaklzTtU2JqIlaI4FyVX0cvVgr-_fvetPPd-4zdB3K2dXlBaXp-LL-bH4-jm5-Pj2XSQKD3a73SKWGqERRMTJcSos9yB2y_6Xz4ni9H3Rt3b-ZdALeNiFwMNoF9bnsxvzEjHUXL5y5-QXGpQS5w |
| linkProvider | Wiley-Blackwell |
| linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV3dT9RAEJ8gPOALCmooovaB6FOhH9t27_FSwePrVAJKfNl0v-jJ5Yp3R-Lx1zvTXotHYkz0selsm53dnfnNZPY3ADvGmNgiFPByyTFAkbn0pPa1xxOb2ihOmPHpvvNpP-ldsKPLuKkmpLswNT9Em3Cjk1HZazrglJDeu2cNVd9LVXFwcvQz7BGssASDFcJFZ-F9zJVWHdeIachLfHbZ8Db64d7ieOJWKMrR1Q_0GAs-aoXU_XMBgP4OYys_dPAEZDODuvzkevd2KnfV3QNyx_-a4lNYm6NUt1tvq3VYMqMNWM2a5nDPQGXFYIwSn4pyclMQz4jbVQPtZpQNmt0Z7e5Thc2gnFR9dtCkut3hcFYX3rmlxSdtipk2E5cywfVLahZQDEvUyYBKcJ_DxcH-edbz5v0aPIV-n3ks5cx2jG95ooJUdTBaCgKrZcRZrqX184SiTcmTHM2zDTWGfyGPdWhixWJjbPQClkflyGyCaxHYSDTDkUGAZIm8lKvIWIQvOuzoIHBgq10tcVPzcogIoQ8xqjngNcsn1JzpnBpuDEXN0RwK0qto9erAu1a--dafJN9Wu6EVy8fXVBmXxuJr_4P49iU6-_z-OBCZA9vNdhFzozARxMXJcSosdSCs1v0vvxPZ0cesfdr6l0FvYLV3fnoiTg77xy_hcZMR94NtWJ6Ob80rhFRT-bo6NL8AV4YXCA |
| linkToPdf | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV1Lb9NAEB5BK0EvvFFdWvABwcmtH2t7c4ycpqWFUCoKFZeV91WnjeKQpBLpr2fGjl2ChJDgaHnW1s7uznwzmv0G4LUxJrYIBbxccgxQZC49qX3t8cSmNooTZny67_xhkByesaPzuKkmpLswNT9Em3Cjk1HZazrgZqLt3i1rqLosVcXBydHPsLuwzuIOp6q-3ml4G3OlVcc1YhryEp-dN7yNfri3Op64FYpyfPEdPcaKj1ondf9YAaC_wtjKD_UfgmxmUJefXO1ez-WuuvmN3PG_pvgIHixRqtutt9VjuGPGT-B-1jSHewoqK4ZTlDgpytmkIJ4Rt6uG2s0oG7S4MdrdpwqbYTmr-uygSXW7o9GiLrxzS4tP2hQLbWYuZYLrl9QsoBiVqJMhleA-g7P-_ufs0Fv2a_AU-n3msZQz2zG-5YkKUtXBaCkIrJYRZ7mW1s8TijYlT3I0zzbUGP6FPNahiRWLjbHRc1gbl2OzCa5FYCPRDEcGAZIl8lKuImMRvuiwo4PAga12tcSk5uUQEUIfYlRzwGuWT6gl0zk13BiJmqM5FKRX0erVgbetfPOtP0m-qXZDK5ZPr6gyLo3F18GB-PYlOv3UOw5E5sB2s13E0ijMBHFxcpwKSx0Iq3X_y-9EdvQxa5-2_mXQK7h30uuL9-8Gxy9go0mI-8E2rM2n12YHEdVcvqzOzE_f9haM |
| 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=Chiral+Phosphoric+Acid+Catalyzed+Enantioselective+Allylation+of+Aldehydes+with+Allyltrichlorosilane&rft.jtitle=Chinese+journal+of+chemistry&rft.au=Cheng%2C+Ke&rft.au=Fan%2C+Tiantian&rft.au=Sun%2C+Jian&rft.date=2011-08-01&rft.pub=WILEY-VCH+Verlag&rft.issn=1001-604X&rft.eissn=1614-7065&rft.volume=29&rft.issue=8&rft.spage=1669&rft.epage=1671&rft_id=info:doi/10.1002%2Fcjoc.201180244&rft.externalDBID=n%2Fa&rft.externalDocID=ark_67375_WNG_ZV3RQDK1_C |
| thumbnail_s | http://utb.summon.serialssolutions.com/2.0.0/image/custom?url=http%3A%2F%2Fimage.cqvip.com%2Fvip1000%2Fqk%2F84126X%2F84126X.jpg |