Highly enantioselective direct organocatalytic α-chlorination of ketones

被引：111
|
作者：
Marigo, M [1 ]
Bachmann, S [1 ]
Halland, N [1 ]
Braunton, A [1 ]
Jorgensen, KA [1 ]
机构：
[1] Aarhus Univ, Dept Chem, Ctr Catalysis, Danish Natl Res Fdn, DK-8000 Aarhus C, Denmark
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2004年 / 43卷 / 41期
关键词：
asymmetric catalysis; halogenation; homogeneous catalysis; ketones;
D O I：
10.1002/anie.200460462
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A C2-symmetric diamine serves as the organocatalyst in an asymmetric α-chlorination reaction of simple ketones (e.g., cyclohexanone, diethyl ketone). Optically active α-chloroketones are formed with excellent enantioselectivities using N-chlorosuccinimide (NCS) as the chlorine source (see scheme). These products have broad synthetic utility, in particular for pharmaceutical applications.
引用
收藏
页码：5507 / 5510
页数：4
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