Enantioselective β-Protonation by a Cooperative Catalysis Strategy

被引：71

作者：

Wang, Michael H. ^{[1
]}

Cohen, Daniel T. ^{[1
]}

Schwamb, C. Benjamin ^{[1
]}

Mishra, Rama K. ^{[1
]}

Scheidt, Karl A. ^{[1
]}

机构：

[1] Northwestern Univ, Dept Chem, Ctr Mol Innovat & Drug Discovery, Evanston, IL 60208 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2015年 / 137卷 / 18期

关键词：

N-HETEROCYCLIC CARBENE; ASYMMETRIC HYDROGENATION; BOND DONORS; ACIDS; ENALS; DERIVATIVES; REACTIVITY; ALCOHOLS; DESIGN;

D O I：

10.1021/jacs.5b02887

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An enantioselective N-hetetoeyclic carbene (NHC)-catalyzed beta-protonation through the orchestration of three distinct organocatalysts has been developed. This cooperative catalyst system enhances both yield and selectivity, compared to only the NHC-catalyzed process. This new method allows for the,efficient conversion of a large scope of aryl-oxobutenoates to highly enantioenriched succinate derivatives and demonstrates the benefits of combining different activation modes in organocatalysis.

引用

页码：5891 / 5894

页数：4

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