Enantioselective Linchpin Catalysis by SOMO Catalysis: An Approach to the Asymmetric α-Chlorination of Aldehydes and Terminal Epoxide Formation

被引：152
|
作者：
Amatore, Muriel [1 ]
Beeson, Teresa D. [1 ]
Brown, Sean P. [1 ]
MacMillan, David W. C. [1 ]
机构：
[1] Princeton Univ, Merck Ctr Catalysis, Princeton, NJ 08544 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 28期
关键词：
epoxidation; enantioselectivity; asymmetric catalysis; organocatalysis; HYDROLYTIC KINETIC RESOLUTION; HALOGENATION; ORGANOCATALYSIS; ACTIVATION; COMPLEXES; OLEFINS; KETONES;
D O I：
10.1002/anie.200901855
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Time for SOme MOre: For the first time SOMO (singly occupied molecular orbital) activation has been exploited to allow a new approach to the α-chlorination of aldehydes. This transformation can be readily implemented as part of a linchpin catalysis approach to the enantioselective production of terminal epoxides. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：5121 / 5124
页数：4
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