Asymmetric three-component olefin dicarbofunctionalization enabled by photoredox and copper dual catalysis
The intermolecular three-component alkene vicinal dicarbofunctionalization (DCF) reaction allows installation of two different carbon fragments. Despite extensive investigation into its ionic chemistry, the enantioseletive radical-mediated versions of DCF reactions remain largely unexplored. Herein,...
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| Published in | Nature communications Vol. 12; no. 1; pp. 1815 - 10 |
|---|---|
| Main Authors | , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
London
Nature Publishing Group UK
22.03.2021
Nature Publishing Group Nature Portfolio |
| Subjects | |
| Online Access | Get full text |
| ISSN | 2041-1723 2041-1723 |
| DOI | 10.1038/s41467-021-22127-x |
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| Abstract | The intermolecular three-component alkene vicinal dicarbofunctionalization (DCF) reaction allows installation of two different carbon fragments. Despite extensive investigation into its ionic chemistry, the enantioseletive radical-mediated versions of DCF reactions remain largely unexplored. Herein, we report an intermolecular, enantioselective three-component radical vicinal dicarbofunctionalization reaction of olefins enabled by merger of radical addition and cross-coupling using photoredox and copper dual catalysis. Key to the success of this protocol relies on chemoselective addition of acyl and cyanoalkyl radicals, generated in situ from the redox-active oxime esters by a photocatalytic N-centered iminyl radical-triggered C-C bond cleavage event, onto the alkenes to form new carbon radicals. Single electron metalation of such newly formed carbon radicals to TMSCN-derived
L1
Cu(II)(CN)
2
complex leads to asymmetric cross-coupling. This three-component process proceeds under mild conditions, and tolerates a diverse range of functionalities and synthetic handles, leading to valuable optically active
β
–cyano ketones and alkyldinitriles, respectively, in a highly enantioselective manner (>60 examples, up to 97% ee).
Vicinal dicarbofunctionalization (DCF) reactions of alkenes have been extensively explored in ionic chemistry but the enantioselective radical mediated version of DCF remains largely unexplored. Here, the authors demonstrate a radical vicinal DCF reaction of olefins by merging of radical addition and cross-coupling using photoredox and copper dual catalysis. |
|---|---|
| AbstractList | The intermolecular three-component alkene vicinal dicarbofunctionalization (DCF) reaction allows installation of two different carbon fragments. Despite extensive investigation into its ionic chemistry, the enantioseletive radical-mediated versions of DCF reactions remain largely unexplored. Herein, we report an intermolecular, enantioselective three-component radical vicinal dicarbofunctionalization reaction of olefins enabled by merger of radical addition and cross-coupling using photoredox and copper dual catalysis. Key to the success of this protocol relies on chemoselective addition of acyl and cyanoalkyl radicals, generated in situ from the redox-active oxime esters by a photocatalytic N-centered iminyl radical-triggered C-C bond cleavage event, onto the alkenes to form new carbon radicals. Single electron metalation of such newly formed carbon radicals to TMSCN-derived L1Cu(II)(CN)
complex leads to asymmetric cross-coupling. This three-component process proceeds under mild conditions, and tolerates a diverse range of functionalities and synthetic handles, leading to valuable optically active β-cyano ketones and alkyldinitriles, respectively, in a highly enantioselective manner (>60 examples, up to 97% ee). The intermolecular three-component alkene vicinal dicarbofunctionalization (DCF) reaction allows installation of two different carbon fragments. Despite extensive investigation into its ionic chemistry, the enantioseletive radical-mediated versions of DCF reactions remain largely unexplored. Herein, we report an intermolecular, enantioselective three-component radical vicinal dicarbofunctionalization reaction of olefins enabled by merger of radical addition and cross-coupling using photoredox and copper dual catalysis. Key to the success of this protocol relies on chemoselective addition of acyl and cyanoalkyl radicals, generated in situ from the redox-active oxime esters by a photocatalytic N-centered iminyl radical-triggered C-C bond cleavage event, onto the alkenes to form new carbon radicals. Single electron metalation of such newly formed carbon radicals to TMSCN-derived L1Cu(II)(CN)2 complex leads to asymmetric cross-coupling. This three-component process proceeds under mild conditions, and tolerates a diverse range of functionalities and synthetic handles, leading to valuable optically active β–cyano ketones and alkyldinitriles, respectively, in a highly enantioselective manner (>60 examples, up to 97% ee).Vicinal dicarbofunctionalization (DCF) reactions of alkenes have been extensively explored in ionic chemistry but the enantioselective radical mediated version of DCF remains largely unexplored. Here, the authors demonstrate a radical vicinal DCF reaction of olefins by merging of radical addition and cross-coupling using photoredox and copper dual catalysis. Vicinal dicarbofunctionalization (DCF) reactions of alkenes have been extensively explored in ionic chemistry but the enantioselective radical mediated version of DCF remains largely unexplored. Here, the authors demonstrate a radical vicinal DCF reaction of olefins by merging of radical addition and cross-coupling using photoredox and copper dual catalysis. The intermolecular three-component alkene vicinal dicarbofunctionalization (DCF) reaction allows installation of two different carbon fragments. Despite extensive investigation into its ionic chemistry, the enantioseletive radical-mediated versions of DCF reactions remain largely unexplored. Herein, we report an intermolecular, enantioselective three-component radical vicinal dicarbofunctionalization reaction of olefins enabled by merger of radical addition and cross-coupling using photoredox and copper dual catalysis. Key to the success of this protocol relies on chemoselective addition of acyl and cyanoalkyl radicals, generated in situ from the redox-active oxime esters by a photocatalytic N-centered iminyl radical-triggered C-C bond cleavage event, onto the alkenes to form new carbon radicals. Single electron metalation of such newly formed carbon radicals to TMSCN-derived L1 Cu(II)(CN) 2 complex leads to asymmetric cross-coupling. This three-component process proceeds under mild conditions, and tolerates a diverse range of functionalities and synthetic handles, leading to valuable optically active β –cyano ketones and alkyldinitriles, respectively, in a highly enantioselective manner (>60 examples, up to 97% ee). The intermolecular three-component alkene vicinal dicarbofunctionalization (DCF) reaction allows installation of two different carbon fragments. Despite extensive investigation into its ionic chemistry, the enantioseletive radical-mediated versions of DCF reactions remain largely unexplored. Herein, we report an intermolecular, enantioselective three-component radical vicinal dicarbofunctionalization reaction of olefins enabled by merger of radical addition and cross-coupling using photoredox and copper dual catalysis. Key to the success of this protocol relies on chemoselective addition of acyl and cyanoalkyl radicals, generated in situ from the redox-active oxime esters by a photocatalytic N-centered iminyl radical-triggered C-C bond cleavage event, onto the alkenes to form new carbon radicals. Single electron metalation of such newly formed carbon radicals to TMSCN-derived L1 Cu(II)(CN) 2 complex leads to asymmetric cross-coupling. This three-component process proceeds under mild conditions, and tolerates a diverse range of functionalities and synthetic handles, leading to valuable optically active β –cyano ketones and alkyldinitriles, respectively, in a highly enantioselective manner (>60 examples, up to 97% ee). Vicinal dicarbofunctionalization (DCF) reactions of alkenes have been extensively explored in ionic chemistry but the enantioselective radical mediated version of DCF remains largely unexplored. Here, the authors demonstrate a radical vicinal DCF reaction of olefins by merging of radical addition and cross-coupling using photoredox and copper dual catalysis. The intermolecular three-component alkene vicinal dicarbofunctionalization (DCF) reaction allows installation of two different carbon fragments. Despite extensive investigation into its ionic chemistry, the enantioseletive radical-mediated versions of DCF reactions remain largely unexplored. Herein, we report an intermolecular, enantioselective three-component radical vicinal dicarbofunctionalization reaction of olefins enabled by merger of radical addition and cross-coupling using photoredox and copper dual catalysis. Key to the success of this protocol relies on chemoselective addition of acyl and cyanoalkyl radicals, generated in situ from the redox-active oxime esters by a photocatalytic N-centered iminyl radical-triggered C-C bond cleavage event, onto the alkenes to form new carbon radicals. Single electron metalation of such newly formed carbon radicals to TMSCN-derived L1Cu(II)(CN)2 complex leads to asymmetric cross-coupling. This three-component process proceeds under mild conditions, and tolerates a diverse range of functionalities and synthetic handles, leading to valuable optically active β-cyano ketones and alkyldinitriles, respectively, in a highly enantioselective manner (>60 examples, up to 97% ee).The intermolecular three-component alkene vicinal dicarbofunctionalization (DCF) reaction allows installation of two different carbon fragments. Despite extensive investigation into its ionic chemistry, the enantioseletive radical-mediated versions of DCF reactions remain largely unexplored. Herein, we report an intermolecular, enantioselective three-component radical vicinal dicarbofunctionalization reaction of olefins enabled by merger of radical addition and cross-coupling using photoredox and copper dual catalysis. Key to the success of this protocol relies on chemoselective addition of acyl and cyanoalkyl radicals, generated in situ from the redox-active oxime esters by a photocatalytic N-centered iminyl radical-triggered C-C bond cleavage event, onto the alkenes to form new carbon radicals. Single electron metalation of such newly formed carbon radicals to TMSCN-derived L1Cu(II)(CN)2 complex leads to asymmetric cross-coupling. This three-component process proceeds under mild conditions, and tolerates a diverse range of functionalities and synthetic handles, leading to valuable optically active β-cyano ketones and alkyldinitriles, respectively, in a highly enantioselective manner (>60 examples, up to 97% ee). |
| ArticleNumber | 1815 |
| Author | Gao, Yuan Chen, Jun Chen, Jia-Rong Huan, Xiao-Die Wang, Peng-Zi Xiao, Wen-Jing |
| Author_xml | – sequence: 1 givenname: Peng-Zi surname: Wang fullname: Wang, Peng-Zi organization: CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticides & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University – sequence: 2 givenname: Yuan surname: Gao fullname: Gao, Yuan organization: CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticides & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University – sequence: 3 givenname: Jun surname: Chen fullname: Chen, Jun organization: CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticides & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University – sequence: 4 givenname: Xiao-Die surname: Huan fullname: Huan, Xiao-Die organization: CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticides & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University – sequence: 5 givenname: Wen-Jing orcidid: 0000-0002-9318-6021 surname: Xiao fullname: Xiao, Wen-Jing email: wxiao@mail.ccnu.edu.cn organization: CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticides & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University, State Key Laboratory of Applied Organic Chemistry, Lanzhou University – sequence: 6 givenname: Jia-Rong orcidid: 0000-0001-6054-2547 surname: Chen fullname: Chen, Jia-Rong email: chenjiarong@mail.ccnu.edu.cn organization: CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticides & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/33753736$$D View this record in MEDLINE/PubMed |
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| Cites_doi | 10.1021/acs.accounts.0c00090 10.1021/ja801201r 10.1021/acs.chemrev.9b00312 10.1002/anie.202000704 10.1002/anie.201709766 10.1021/jacs.6b13299 10.1007/s11426-019-9701-5 10.1039/D0CC03738A 10.1002/anie.201710618 10.1021/cr100371y 10.1002/anie.201707181 10.1021/acs.orglett.9b01338 10.4155/fmc-2018-0252 10.1038/nature25175 10.1038/s41467-019-13369-x 10.1021/cr00032a009 10.1055/s-0039-1690844 10.1021/jacs.0c03130 10.1039/C4CS00347K 10.1021/jacs.8b13052 10.1002/asia.202000672 10.1002/cjoc.202000224 10.1021/acs.orglett.0c02085 10.1126/science.aal3803 10.1021/jacs.7b03195 10.1002/anie.201605288 10.1021/jacs.8b07436 10.1002/anie.201502493 10.1002/anie.201507152 10.1021/acs.chemrev.6b00334 10.1021/acs.accounts.8b00265 10.1039/C9CS00681H 10.1039/C9CS00692C 10.1002/anie.201710790 10.1021/acscatal.5b01469 10.1002/anie.202007668 10.1126/science.aaf6123 10.1002/anie.202008338 10.1039/C9SC04029C 10.1021/acs.joc.6b01058 10.1021/jacs.0c01416 10.1021/acscatal.0c01918 10.1021/jacs.9b08282 10.1021/acs.accounts.9b00381 10.1021/acscatal.7b03334 10.1021/jacs.6b10468 10.1021/acscatal.5b02184 10.1002/anie.201809820 10.1055/s-0039-1690987 10.1021/acs.chemrev.7b00692 10.1021/jacs.7b09802 10.1021/jacs.8b11736 10.1002/anie.201908987 10.1021/cr020044l 10.1021/acscatal.8b03768 10.1002/cjoc.202000494 10.6023/cjoc201806009 10.1002/anie.202013022 10.1021/cr300503r 10.1021/acs.orglett.9b03970 10.1055/s-0037-1610329 10.1021/acs.orglett.9b03409 10.6023/cjoc202004008 10.1039/C8GC03810D 10.1039/D0SC02127J 10.1039/9781788013598-00395 10.1002/9781118689202 10.26434/chemrxiv.13325669.v1 10.1002/9781119953678 |
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| DOI | 10.1038/s41467-021-22127-x |
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| References | Qin (CR11) 2016; 352 Wu, Yu, Zhou (CR60) 2020; 10 Zhuang, Chen, Liu (CR29) 2021; 39 Gu, Li, Liu (CR21) 2020; 53 Ruan, Chen, Zhang, Sun (CR56) 2018; 38 CR34 Marzo, Pagire, Reiser, Konig (CR36) 2018; 57 Wang, Du, Huang (CR61) 2018; 10 Hayrapetyan, Khalimon (CR63) 2020; 15 Lin (CR31) 2019; 141 Liu (CR14) 2020; 11 Banerjee, Lei, Ngai (CR57) 2019; 51 Lipp, Badir, Molander (CR18) 2021; 60 McDonald, Liu, Stahl (CR2) 2011; 111 Liu, Ward, Schomaker (CR8) 2019; 119 Campbell, Compton, Kelly, Molander (CR15) 2019; 141 Lopez, Palomo (CR62) 2015; 54 Long, Yu, Gao, Fang (CR65) 2020; 59 Yu (CR46) 2018; 57 Sibi, Manyem, Zimmerman (CR17) 2003; 103 Kischkewitz, Okamoto, Muck-Lichtenfeld, Studer (CR12) 2017; 355 Crisenza, Mazzarella, Melchiorre (CR37) 2020; 142 Yu, Zhao, Chen, Chen, Xiao (CR47) 2018; 57 Wang, Chen, Liu (CR19) 2018; 51 Tanaka, Kanai, Shibasaki (CR66) 2008; 130 CR40 Crossley, Obradors, Martinez, Shenvi (CR7) 2016; 116 Dong (CR33) 2021; 60 Fan, Lei, Chen, Tung, Wu (CR53) 2019; 21 Zhang (CR25) 2020; 59 Zhao, Shi (CR51) 2017; 56 Chen (CR48) 2019; 21 Fu, Zhou, Wan, Chen, Liu (CR28) 2018; 140 Kurono, Ohkuma (CR67) 2016; 6 Dauncey, Morcillo, Douglas, Sheikh, Leonori (CR52) 2018; 57 Wu, Wang, Chen, Liu (CR27) 2019; 141 Cresswell, Eey, Denmark (CR3) 2015; 54 Zheng, Liu, Feng (CR68) 2018; 118 Prier, Rankic, MacMillan (CR35) 2013; 113 Silvi, Melchiorre (CR41) 2018; 554 Yang (CR64) 2019; 9 Wang (CR55) 2019; 10 CR16 Song, Shen, Yu, He, Yu (CR50) 2020; 40 Dong (CR32) 2020; 142 Cheng (CR54) 2019; 21 Zheng, Studer (CR44) 2019; 58 Jiang, Studer (CR10) 2020; 49 Zhang, Chen, Zhu, Yu (CR42) 2020; 63 Luo, Xu, Zhang (CR4) 2020; 38 Garcia-Dominguez, Li, Nevado (CR13) 2017; 139 Yu, Zhao, Chen, Xiao, Chen (CR45) 2020; 53 Li, Fang, Gu, Liu (CR20) 2020; 49 Courant, Masson (CR39) 2016; 81 Garbarino, Ravelli, Protti, Basso (CR38) 2016; 55 Wang (CR23) 2016; 138 Bao, Li, Jiang, Huo (CR9) 2019; 51 Xiao, Huang, Anand, Zhou, Iminyl-radical-triggered (CR49) 2020; 52 CR69 Lei, Zhang, Chen, Xu, Zhang (CR30) 2020; 11 Liu (CR6) 2015; 5 Chu, Ge, Shen, Loh (CR59) 2017; 8 Tang, Liu, Liu, Lei (CR5) 2015; 44 Kolb, VanNieuwenhze, Sharpless (CR1) 1994; 94 Raviola, Protti, Ravelli, Fagnoni (CR58) 2019; 21 Zhou (CR24) 2020; 22 Wu (CR26) 2017; 139 Wang, Zhu, Chen, Lin, Liu (CR22) 2017; 44 Rigotti, Alemán (CR43) 2020; 56 Q Liu (22127_CR6) 2015; 5 EM Dauncey (22127_CR52) 2018; 57 L Liu (22127_CR8) 2019; 119 X Fan (22127_CR53) 2019; 21 T Wang (22127_CR55) 2019; 10 S Tang (22127_CR5) 2015; 44 22127_CR16 F Wang (22127_CR19) 2018; 51 R Lopez (22127_CR62) 2015; 54 X-Y Dong (22127_CR32) 2020; 142 K Zheng (22127_CR68) 2018; 118 W Zhuang (22127_CR29) 2021; 39 A Banerjee (22127_CR57) 2019; 51 Q-S Gu (22127_CR21) 2020; 53 N Kurono (22127_CR67) 2016; 6 L Marzo (22127_CR36) 2018; 57 CK Prier (22127_CR35) 2013; 113 A Lipp (22127_CR18) 2021; 60 Y-C Luo (22127_CR4) 2020; 38 L Liu (22127_CR14) 2020; 11 M Kischkewitz (22127_CR12) 2017; 355 T Xiao (22127_CR49) 2020; 52 Z-L Li (22127_CR20) 2020; 49 G Lei (22127_CR30) 2020; 11 J Long (22127_CR65) 2020; 59 22127_CR40 H-H Zhang (22127_CR42) 2020; 63 C Song (22127_CR50) 2020; 40 T Courant (22127_CR39) 2016; 81 L Fu (22127_CR28) 2018; 140 T Rigotti (22127_CR43) 2020; 56 L Wu (22127_CR27) 2019; 141 S Garbarino (22127_CR38) 2016; 55 RI McDonald (22127_CR2) 2011; 111 L Ruan (22127_CR56) 2018; 38 D Wang (22127_CR22) 2017; 44 H Jiang (22127_CR10) 2020; 49 C Raviola (22127_CR58) 2019; 21 MW Campbell (22127_CR15) 2019; 141 22127_CR34 SWM Crossley (22127_CR7) 2016; 116 XY Yu (22127_CR47) 2018; 57 X-Q Chu (22127_CR59) 2017; 8 S Zhou (22127_CR24) 2020; 22 XY Yu (22127_CR45) 2020; 53 D Hayrapetyan (22127_CR63) 2020; 15 GEM Crisenza (22127_CR37) 2020; 142 X-Y Dong (22127_CR33) 2021; 60 X-Y Yu (22127_CR46) 2018; 57 Y Tanaka (22127_CR66) 2008; 130 AJ Cresswell (22127_CR3) 2015; 54 M Silvi (22127_CR41) 2018; 554 22127_CR69 J Chen (22127_CR48) 2019; 21 G Zhang (22127_CR25) 2020; 59 MP Sibi (22127_CR17) 2003; 103 J-S Lin (22127_CR31) 2019; 141 A Garcia-Dominguez (22127_CR13) 2017; 139 L Wu (22127_CR26) 2017; 139 Y-Y Cheng (22127_CR54) 2019; 21 W-B Wu (22127_CR60) 2020; 10 HC Kolb (22127_CR1) 1994; 94 X Bao (22127_CR9) 2019; 51 F Wang (22127_CR23) 2016; 138 D Zheng (22127_CR44) 2019; 58 T Qin (22127_CR11) 2016; 352 B Zhao (22127_CR51) 2017; 56 Y Wang (22127_CR61) 2018; 10 S Yang (22127_CR64) 2019; 9 |
| References_xml | – volume: 53 start-page: 1066 year: 2020 end-page: 1083 ident: CR45 article-title: When light meets nitrogen-centered radicals: from reagents to catalysts publication-title: Acc. Chem. Res. doi: 10.1021/acs.accounts.0c00090 – volume: 130 start-page: 6072 year: 2008 end-page: 6073 ident: CR66 article-title: A catalytic enantioselective conjugate addition of cyanide to enones publication-title: J. Am. Chem. Soc. doi: 10.1021/ja801201r – volume: 119 start-page: 12422 year: 2019 end-page: 12490 ident: CR8 article-title: Mechanistic aspects and synthetic applications of radical additions to allenes publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.9b00312 – ident: CR16 – volume: 59 start-page: 6785 year: 2020 end-page: 6789 ident: CR65 article-title: Access to 1,3-dinitriles by enantioselective auto-tandem catalysis: merging allylic cyanation with asymmetric hydrocyanation publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.202000704 – volume: 57 start-page: 10034 year: 2018 end-page: 10072 ident: CR36 article-title: Visible‐light photocatalysis: does it make a difference in organic synthesis? publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201709766 – volume: 139 start-page: 2904 year: 2017 end-page: 2907 ident: CR26 article-title: Asymmetric Cu-catalyzed intermolecular trifluoromethylarylation of styrenes: enantioselective arylation of benzylic radicals publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.6b13299 – volume: 63 start-page: 637 year: 2020 end-page: 647 ident: CR42 article-title: A review of enantioselective dual transition metal/photoredox catalysis publication-title: Sci. China Chem. doi: 10.1007/s11426-019-9701-5 – volume: 56 start-page: 11169 year: 2020 end-page: 11190 ident: CR43 article-title: Visible light photocatalysis – from racemic to asymmetric activation strategies publication-title: Chem. Commun. doi: 10.1039/D0CC03738A – volume: 57 start-page: 738 year: 2018 end-page: 743 ident: CR46 article-title: A visible-light-driven iminyl radical-mediated C-C single bond cleavage/radical addition cascade of oxime esters publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201710618 – volume: 111 start-page: 2981 year: 2011 end-page: 3019 ident: CR2 article-title: Palladium(II)-catalyzed alkene functionalization via nucleopalladation: stereochemical pathways and enantioselective catalytic applications publication-title: Chem. Rev. doi: 10.1021/cr100371y – volume: 56 start-page: 12727 year: 2017 end-page: 12731 ident: CR51 article-title: Copper‐catalyzed intermolecular Heck‐like coupling of cyclobutanone oximes initiated by selective C−C bond cleavage publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201707181 – volume: 21 start-page: 4153 year: 2019 end-page: 4158 ident: CR53 article-title: Photocatalytic C-C bond activation of oxime ester for acyl radical generation and application publication-title: Org. Lett. doi: 10.1021/acs.orglett.9b01338 – volume: 10 start-page: 2713 year: 2018 end-page: 2728 ident: CR61 article-title: A survey of the role of nitrile groups in protein-ligand interactions publication-title: Future Med. Chem. doi: 10.4155/fmc-2018-0252 – volume: 554 start-page: 41 year: 2018 end-page: 49 ident: CR41 article-title: Enhancing the potential of enantioselective organocatalysis with light publication-title: Nature doi: 10.1038/nature25175 – volume: 10 year: 2019 ident: CR55 article-title: Enantioselective cyanation via radical-mediated C-C single bond cleavage for synthesis of chiral dinitriles publication-title: Nat. Commun. doi: 10.1038/s41467-019-13369-x – volume: 94 start-page: 2483 year: 1994 end-page: 2547 ident: CR1 article-title: Catalytic asymmetric dihydroxylation publication-title: Chem. Rev. doi: 10.1021/cr00032a009 – volume: 52 start-page: 1585 year: 2020 end-page: 1601 ident: CR49 article-title: bond cleavage of cycloketone oxime derivatives: generation of distal cyano-substituted alkyl radicals and their functionalization publication-title: Synthesis doi: 10.1055/s-0039-1690844 – volume: 142 start-page: 9501 year: 2020 end-page: 9509 ident: CR32 article-title: Copper-catalyzed asymmetric radical 1,2-carboalkynylation of alkenes with alkyl halides and terminal alkynes publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.0c03130 – volume: 44 start-page: 1070 year: 2015 end-page: 1082 ident: CR5 article-title: Olefinic C-H functionalization through radical alkenylation publication-title: Chem. Soc. Rev. doi: 10.1039/C4CS00347K – volume: 141 start-page: 1887 year: 2019 end-page: 1892 ident: CR27 article-title: Enantioselective construction of quaternary all-carbon centers via copper-catalyzed arylation of tertiary carbon-centered radicals publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.8b13052 – volume: 15 start-page: 2575 year: 2020 end-page: 2587 ident: CR63 article-title: Catalytic nitrile hydroboration: a route to N,N‐diborylamines and uses thereof publication-title: Chem. Asian. J. doi: 10.1002/asia.202000672 – volume: 38 start-page: 1371 year: 2020 end-page: 1394 ident: CR4 article-title: Nickel-catalyzed dicarbofunctionalization of alkenes publication-title: Chin. J. Chem. doi: 10.1002/cjoc.202000224 – volume: 22 start-page: 6299 year: 2020 end-page: 6303 ident: CR24 article-title: Copper-catalyzed asymmetric cyanation of alkenes via carbonyl-assisted coupling of alkyl-substituted carbon-centered radicals publication-title: Org. Lett. doi: 10.1021/acs.orglett.0c02085 – volume: 355 start-page: 936 year: 2017 end-page: 938 ident: CR12 article-title: Radical-polar crossover reactions of vinylboron ate complexes publication-title: Science doi: 10.1126/science.aal3803 – volume: 139 start-page: 6835 year: 2017 end-page: 6838 ident: CR13 article-title: Nickel-catalyzed reductive dicarbofunctionalization of alkenes publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.7b03195 – volume: 55 start-page: 15476 year: 2016 end-page: 15484 ident: CR38 article-title: Photoinduced multicomponent reactions publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201605288 – volume: 140 start-page: 10965 year: 2018 end-page: 10969 ident: CR28 article-title: Enantioselective trifluoromethylalkynylation of alkenes via copper-catalyzed radical relay publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.8b07436 – volume: 54 start-page: 13170 year: 2015 end-page: 13184 ident: CR62 article-title: Cyanoalkylation: alkylnitriles in catalytic C-C bond‐forming reactions publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201502493 – volume: 54 start-page: 15642 year: 2015 end-page: 15682 ident: CR3 article-title: Catalytic, stereoselective dihalogenation of alkenes: challenges and opportunities publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201507152 – volume: 116 start-page: 8912 year: 2016 end-page: 9000 ident: CR7 article-title: Mn-, Fe-, and Co-catalyzed radical hydrofunctionalizations of olefins publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.6b00334 – volume: 51 start-page: 2036 year: 2018 end-page: 2046 ident: CR19 article-title: Copper-catalyzed radical relay for asymmetric radical transformations publication-title: Acc. Chem. Res. doi: 10.1021/acs.accounts.8b00265 – volume: 49 start-page: 32 year: 2020 end-page: 48 ident: CR20 article-title: Recent advances in copper-catalyzed radical-involved asymmetric 1,2-difunctionalization of alkenes publication-title: Chem. Soc. Rev. doi: 10.1039/C9CS00681H – volume: 49 start-page: 1790 year: 2020 end-page: 1811 ident: CR10 article-title: Intermolecular radical carboamination of alkenes publication-title: Chem. Soc. Rev. doi: 10.1039/C9CS00692C – volume: 57 start-page: 744 year: 2018 end-page: 748 ident: CR52 article-title: Photoinduced remote functionalisations by iminyl radical promoted C-C and C-H bond cleavage cascades publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201710790 – volume: 5 start-page: 6111 year: 2015 end-page: 6137 ident: CR6 article-title: Recent advances on palladium radical involved reactions publication-title: ACS Catal. doi: 10.1021/acscatal.5b01469 – volume: 60 start-page: 1714 year: 2021 end-page: 1726 ident: CR18 article-title: Stereoinduction in metallaphotoredox catalysis publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.202007668 – volume: 352 start-page: 801 year: 2016 end-page: 805 ident: CR11 article-title: A general alkyl-alkyl cross-coupling enabled by redox-active esters and alkylzinc reagents publication-title: Science doi: 10.1126/science.aaf6123 – volume: 59 start-page: 20439 year: 2020 end-page: 20444 ident: CR25 article-title: Asymmetric coupling of carbon‐centered radicals adjacent to nitrogen: copper‐catalyzed cyanation and etherification of enamides publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.202008338 – volume: 11 start-page: 1623 year: 2020 end-page: 1628 ident: CR30 article-title: Copper-catalyzed enantioselective arylalkynylation of alkenes publication-title: Chem. Sci. doi: 10.1039/C9SC04029C – volume: 81 start-page: 6945 year: 2016 end-page: 6952 ident: CR39 article-title: Recent progress in visible-light photoredox-catalyzed intermolecular 1,2-difunctionalization of double bonds via an ATRA-type mechanism publication-title: J. Org. Chem. doi: 10.1021/acs.joc.6b01058 – volume: 142 start-page: 5461 year: 2020 end-page: 5476 ident: CR37 article-title: Synthetic methods driven by the photoactivity of electron donor-acceptor complexes publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.0c01416 – volume: 10 start-page: 7668 year: 2020 end-page: 7690 ident: CR60 article-title: Catalytic enantioselective cyanation: recent advances and perspectives publication-title: ACS Catal. doi: 10.1021/acscatal.0c01918 – volume: 141 start-page: 20069 year: 2019 end-page: 20078 ident: CR15 article-title: Three-component olefin dicarbofunctionalization enabled by nickel/photoredox dual catalysis publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.9b08282 – ident: CR40 – volume: 53 start-page: 170 year: 2020 end-page: 181 ident: CR21 article-title: Copper(I)-catalyzed asymmetric reactions involving radicals publication-title: Acc. Chem. Res. doi: 10.1021/acs.accounts.9b00381 – volume: 8 start-page: 258 year: 2017 end-page: 271 ident: CR59 article-title: Recent advances in radical-initiated C(sp )-H bond oxidative functionalization of alkyl nitriles publication-title: ACS Catal. doi: 10.1021/acscatal.7b03334 – volume: 138 start-page: 15547 year: 2016 end-page: 15550 ident: CR23 article-title: Enantioselective copper-catalyzed intermolecular cyanotrifluoromethylation of alkenes via radical process publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.6b10468 – volume: 6 start-page: 989 year: 2016 end-page: 1023 ident: CR67 article-title: Catalytic asymmetric cyanation reactions publication-title: ACS Catal doi: 10.1021/acscatal.5b02184 – volume: 57 start-page: 15505 year: 2018 end-page: 15509 ident: CR47 article-title: Copper-catalyzed radical cross-coupling of redox-active oxime esters, styrenes, and boronic acids publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201809820 – ident: CR69 – volume: 51 start-page: 4507 year: 2019 end-page: 4530 ident: CR9 article-title: Radical-mediated difunctionalization of styrenes publication-title: Synthesis doi: 10.1055/s-0039-1690987 – volume: 118 start-page: 7586 year: 2018 end-page: 7656 ident: CR68 article-title: Recent advances in metal-catalyzed asymmetric 1,4-conjugate addition (ACA) of nonorganometallic nucleophiles publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.7b00692 – volume: 44 start-page: 15632 year: 2017 end-page: 15635 ident: CR22 article-title: Enantioselective decarboxylative cyanation employing cooperative photoredox catalysis and copper catalysis publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.7b09802 – volume: 141 start-page: 1074 year: 2019 end-page: 1083 ident: CR31 article-title: Cu/chiral phosphoric acid-catalyzed asymmetric three-component radical-initiated 1,2-dicarbofunctionalization of alkenes publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.8b11736 – volume: 58 start-page: 15803 year: 2019 end-page: 15807 ident: CR44 article-title: Asymmetric synthesis of heterocyclic gamma-amino-acid and diamine derivatives by three-component radical cascade reactions publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201908987 – volume: 103 start-page: 3263 year: 2003 end-page: 3296 ident: CR17 article-title: Enantioselective radical processes publication-title: Chem. Rev. doi: 10.1021/cr020044l – volume: 9 start-page: 716 year: 2019 end-page: 721 ident: CR64 article-title: Copper-catalyzed asymmetric aminocyanation of arylcyclopropanes for synthesis of -amino nitriles publication-title: ACS Catal. doi: 10.1021/acscatal.8b03768 – volume: 39 start-page: 50 year: 2021 end-page: 54 ident: CR29 article-title: Enantioselective arylcyanation of styrenes via copper‐catalyzed radical relay publication-title: Chin. J. Chem. doi: 10.1002/cjoc.202000494 – volume: 38 start-page: 3155 year: 2018 end-page: 3164 ident: CR56 article-title: Recent advances on the photo-induced reactions of acyl radical publication-title: Chin. J. Org. Chem. doi: 10.6023/cjoc201806009 – volume: 60 start-page: 2160 year: 2021 end-page: 2164 ident: CR33 article-title: Copper‐catalyzed asymmetric coupling of allenyl radicals with terminal alkynes to access tetrasubstituted allenes publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.202013022 – ident: CR34 – volume: 113 start-page: 5322 year: 2013 end-page: 5363 ident: CR35 article-title: Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis publication-title: Chem. Rev. doi: 10.1021/cr300503r – volume: 21 start-page: 9763 year: 2019 end-page: 9768 ident: CR48 article-title: Enantioselective radical ring-opening cyanation of oxime esters by dual photoredox and copper catalysis publication-title: Org. Lett. doi: 10.1021/acs.orglett.9b03970 – volume: 51 start-page: 303 year: 2019 end-page: 333 ident: CR57 article-title: Acyl radical chemistry via visible-light photoredox catalysis publication-title: Synthesis doi: 10.1055/s-0037-1610329 – volume: 21 start-page: 8789 year: 2019 end-page: 8794 ident: CR54 article-title: Visible light irradiation of acyl oxime esters and styrenes efficiently constructs -carbonyl imides by a scission and four-component reassembly process publication-title: Org. Lett. doi: 10.1021/acs.orglett.9b03409 – volume: 40 start-page: 3748 year: 2020 end-page: 3759 ident: CR50 article-title: Generation and application of iminyl radicals from oxime derivatives enabled by visible light photoredox catalysis publication-title: Chin. J. Org. Chem. doi: 10.6023/cjoc202004008 – volume: 21 start-page: 748 year: 2019 end-page: 764 ident: CR58 article-title: Photogenerated acyl/alkoxycarbonyl/carbamoyl radicals for sustainable synthesis publication-title: Green Chem. doi: 10.1039/C8GC03810D – volume: 11 start-page: 8301 year: 2020 end-page: 8305 ident: CR14 article-title: Fe-catalyzed three-component dicarbofunctionalization of unactivated alkenes with alkyl halides and Grignard reagents publication-title: Chem. Sci. doi: 10.1039/D0SC02127J – volume: 111 start-page: 2981 year: 2011 ident: 22127_CR2 publication-title: Chem. Rev. doi: 10.1021/cr100371y – volume: 56 start-page: 11169 year: 2020 ident: 22127_CR43 publication-title: Chem. Commun. doi: 10.1039/D0CC03738A – volume: 130 start-page: 6072 year: 2008 ident: 22127_CR66 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja801201r – volume: 54 start-page: 15642 year: 2015 ident: 22127_CR3 publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201507152 – volume: 141 start-page: 20069 year: 2019 ident: 22127_CR15 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.9b08282 – volume: 59 start-page: 20439 year: 2020 ident: 22127_CR25 publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.202008338 – volume: 81 start-page: 6945 year: 2016 ident: 22127_CR39 publication-title: J. Org. Chem. doi: 10.1021/acs.joc.6b01058 – volume: 51 start-page: 303 year: 2019 ident: 22127_CR57 publication-title: Synthesis doi: 10.1055/s-0037-1610329 – volume: 54 start-page: 13170 year: 2015 ident: 22127_CR62 publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201502493 – volume: 56 start-page: 12727 year: 2017 ident: 22127_CR51 publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201707181 – volume: 49 start-page: 32 year: 2020 ident: 22127_CR20 publication-title: Chem. Soc. Rev. doi: 10.1039/C9CS00681H – volume: 103 start-page: 3263 year: 2003 ident: 22127_CR17 publication-title: Chem. Rev. doi: 10.1021/cr020044l – volume: 94 start-page: 2483 year: 1994 ident: 22127_CR1 publication-title: Chem. Rev. doi: 10.1021/cr00032a009 – volume: 59 start-page: 6785 year: 2020 ident: 22127_CR65 publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.202000704 – volume: 51 start-page: 2036 year: 2018 ident: 22127_CR19 publication-title: Acc. Chem. Res. doi: 10.1021/acs.accounts.8b00265 – volume: 9 start-page: 716 year: 2019 ident: 22127_CR64 publication-title: ACS Catal. doi: 10.1021/acscatal.8b03768 – volume: 352 start-page: 801 year: 2016 ident: 22127_CR11 publication-title: Science doi: 10.1126/science.aaf6123 – volume: 11 start-page: 1623 year: 2020 ident: 22127_CR30 publication-title: Chem. Sci. doi: 10.1039/C9SC04029C – volume: 141 start-page: 1887 year: 2019 ident: 22127_CR27 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.8b13052 – volume: 141 start-page: 1074 year: 2019 ident: 22127_CR31 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.8b11736 – volume: 53 start-page: 170 year: 2020 ident: 22127_CR21 publication-title: Acc. Chem. Res. doi: 10.1021/acs.accounts.9b00381 – volume: 58 start-page: 15803 year: 2019 ident: 22127_CR44 publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201908987 – volume: 6 start-page: 989 year: 2016 ident: 22127_CR67 publication-title: ACS Catal doi: 10.1021/acscatal.5b02184 – volume: 11 start-page: 8301 year: 2020 ident: 22127_CR14 publication-title: Chem. Sci. doi: 10.1039/D0SC02127J – volume: 355 start-page: 936 year: 2017 ident: 22127_CR12 publication-title: Science doi: 10.1126/science.aal3803 – volume: 44 start-page: 15632 year: 2017 ident: 22127_CR22 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.7b09802 – volume: 39 start-page: 50 year: 2021 ident: 22127_CR29 publication-title: Chin. J. Chem. doi: 10.1002/cjoc.202000494 – ident: 22127_CR40 doi: 10.1039/9781788013598-00395 – volume: 52 start-page: 1585 year: 2020 ident: 22127_CR49 publication-title: Synthesis doi: 10.1055/s-0039-1690844 – volume: 40 start-page: 3748 year: 2020 ident: 22127_CR50 publication-title: Chin. J. Org. Chem. doi: 10.6023/cjoc202004008 – volume: 57 start-page: 744 year: 2018 ident: 22127_CR52 publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201710790 – volume: 57 start-page: 738 year: 2018 ident: 22127_CR46 publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201710618 – volume: 139 start-page: 6835 year: 2017 ident: 22127_CR13 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.7b03195 – volume: 142 start-page: 5461 year: 2020 ident: 22127_CR37 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.0c01416 – volume: 60 start-page: 1714 year: 2021 ident: 22127_CR18 publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.202007668 – ident: 22127_CR34 doi: 10.1002/9781118689202 – ident: 22127_CR69 doi: 10.26434/chemrxiv.13325669.v1 – volume: 140 start-page: 10965 year: 2018 ident: 22127_CR28 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.8b07436 – volume: 15 start-page: 2575 year: 2020 ident: 22127_CR63 publication-title: Chem. Asian. J. doi: 10.1002/asia.202000672 – volume: 139 start-page: 2904 year: 2017 ident: 22127_CR26 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.6b13299 – volume: 22 start-page: 6299 year: 2020 ident: 22127_CR24 publication-title: Org. Lett. doi: 10.1021/acs.orglett.0c02085 – volume: 138 start-page: 15547 year: 2016 ident: 22127_CR23 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.6b10468 – ident: 22127_CR16 doi: 10.1002/9781119953678 – volume: 21 start-page: 748 year: 2019 ident: 22127_CR58 publication-title: Green Chem. doi: 10.1039/C8GC03810D – volume: 38 start-page: 1371 year: 2020 ident: 22127_CR4 publication-title: Chin. J. Chem. doi: 10.1002/cjoc.202000224 – volume: 51 start-page: 4507 year: 2019 ident: 22127_CR9 publication-title: Synthesis doi: 10.1055/s-0039-1690987 – volume: 21 start-page: 4153 year: 2019 ident: 22127_CR53 publication-title: Org. Lett. doi: 10.1021/acs.orglett.9b01338 – volume: 10 start-page: 2713 year: 2018 ident: 22127_CR61 publication-title: Future Med. Chem. doi: 10.4155/fmc-2018-0252 – volume: 116 start-page: 8912 year: 2016 ident: 22127_CR7 publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.6b00334 – volume: 53 start-page: 1066 year: 2020 ident: 22127_CR45 publication-title: Acc. Chem. Res. doi: 10.1021/acs.accounts.0c00090 – volume: 10 start-page: 7668 year: 2020 ident: 22127_CR60 publication-title: ACS Catal. doi: 10.1021/acscatal.0c01918 – volume: 57 start-page: 15505 year: 2018 ident: 22127_CR47 publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201809820 – volume: 49 start-page: 1790 year: 2020 ident: 22127_CR10 publication-title: Chem. Soc. Rev. doi: 10.1039/C9CS00692C – volume: 554 start-page: 41 year: 2018 ident: 22127_CR41 publication-title: Nature doi: 10.1038/nature25175 – volume: 21 start-page: 9763 year: 2019 ident: 22127_CR48 publication-title: Org. Lett. doi: 10.1021/acs.orglett.9b03970 – volume: 5 start-page: 6111 year: 2015 ident: 22127_CR6 publication-title: ACS Catal. doi: 10.1021/acscatal.5b01469 – volume: 63 start-page: 637 year: 2020 ident: 22127_CR42 publication-title: Sci. China Chem. doi: 10.1007/s11426-019-9701-5 – volume: 10 year: 2019 ident: 22127_CR55 publication-title: Nat. Commun. doi: 10.1038/s41467-019-13369-x – volume: 44 start-page: 1070 year: 2015 ident: 22127_CR5 publication-title: Chem. Soc. Rev. doi: 10.1039/C4CS00347K – volume: 113 start-page: 5322 year: 2013 ident: 22127_CR35 publication-title: Chem. Rev. doi: 10.1021/cr300503r – volume: 38 start-page: 3155 year: 2018 ident: 22127_CR56 publication-title: Chin. J. Org. Chem. doi: 10.6023/cjoc201806009 – volume: 119 start-page: 12422 year: 2019 ident: 22127_CR8 publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.9b00312 – volume: 57 start-page: 10034 year: 2018 ident: 22127_CR36 publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201709766 – volume: 118 start-page: 7586 year: 2018 ident: 22127_CR68 publication-title: Chem. Rev. doi: 10.1021/acs.chemrev.7b00692 – volume: 142 start-page: 9501 year: 2020 ident: 22127_CR32 publication-title: J. Am. Chem. Soc. doi: 10.1021/jacs.0c03130 – volume: 60 start-page: 2160 year: 2021 ident: 22127_CR33 publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.202013022 – volume: 8 start-page: 258 year: 2017 ident: 22127_CR59 publication-title: ACS Catal. doi: 10.1021/acscatal.7b03334 – volume: 55 start-page: 15476 year: 2016 ident: 22127_CR38 publication-title: Angew. Chem. Int. Ed. doi: 10.1002/anie.201605288 – volume: 21 start-page: 8789 year: 2019 ident: 22127_CR54 publication-title: Org. 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| Snippet | The intermolecular three-component alkene vicinal dicarbofunctionalization (DCF) reaction allows installation of two different carbon fragments. Despite... Vicinal dicarbofunctionalization (DCF) reactions of alkenes have been extensively explored in ionic chemistry but the enantioselective radical mediated version... |
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| SubjectTerms | 140/131 639/638/403/933 639/638/403/934 639/638/77/888 Alkenes Asymmetry Carbon Catalysis Copper Cross coupling Enantiomers Esters Humanities and Social Sciences Ketones multidisciplinary Optical activity Oxime esters Radicals Science Science (multidisciplinary) Single electrons |
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| Title | Asymmetric three-component olefin dicarbofunctionalization enabled by photoredox and copper dual catalysis |
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