Nickel-Catalyzed Enantioselective Cross-Coupling of N-Hydroxyphthalimide Esters with Vinyl Bromides

被引：154

作者：

Suzuki, Naoyuki ^{[1
]}

Hofstra, Julie L. ^{[1
]}

Poremba, Kelsey E. ^{[1
]}

Reisman, Sarah E. ^{[1
]}

机构：

[1] CALTECH, Div Chem & Chem Engn, Warren & Katharine Schlinger Lab Chem & Chem Engn, Pasadena, CA 91125 USA

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 08期

基金：

美国国家科学基金会;

关键词：

UNACTIVATED ALKYL-HALIDES; REDOX-ACTIVE ESTERS; SINGLE-ELECTRON TRANSMETALATION; GRIGNARD-REAGENTS; CYCLOPROPYLCARBINYL RADICALS; PHOTOREDOX CATALYSIS; MERGING PHOTOREDOX; TRANSFER MECHANISM; NEGISHI REACTIONS; ROOM-TEMPERATURE;

D O I：

10.1021/acs.orglett.7b00793

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantioselective Ni-catalyzed cross-coupling of NT-hyciroxyphthalimide esters with Vinyl bromides is reported. The reaction proceeds under mild conditions and uses tetralds(N,N-dimethylamino)ethylene as a terminal organic reductant. Good functional group tolerance is demonstrated, with over 20 examples of reactions that proceed with >90% ee.

引用

页码：2150 / 2153

页数：4

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