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
收藏
页码：5891 / 5894
页数：4
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