First enantioselective organocatalytic conjugate addition of aldehydes to vinyl phosphonates

被引：91
|
作者：
Sulzer-Mosse, Sarah [1 ]
Tissot, Matthieu [1 ]
Alexakis, Alexandre [1 ]
机构：
[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva, Switzerland
来源：
ORGANIC LETTERS | 2007年 / 9卷 / 19期
关键词：
D O I：
10.1021/ol7015498
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Chiral amines catalyze the enantioselective conjugate addition of aldehydes to vinyl phosphonates in high yields and with enantioselectivities up to 97% ee. This novel process provides synthetically useful chiral gamma-geminal phosphonate aldehydes which can be easily converted in a few steps into chiral beta-substituted vinyl phosphonates with conservation of the optical purity.
引用
收藏
页码：3749 / 3752
页数：4
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