A method for rhodium(II)-catalyzed aziridination of olefins

被引：143
|
作者：
Muller, P
Baud, C
Jacquier, Y
机构：
[1] Dept. de Chimie Organique, Univ. de Genève, CH-1211 Genève, 30, Quai Ernest Ansermet
来源：
TETRAHEDRON | 1996年 / 52卷 / 05期
关键词：
D O I：
10.1016/0040-4020(95)00999-X
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The [Rh-2(OAc)(4)] catalyzed decomposition of (N-(p-nitrobenzenesulfonyl)imino)phenyliodinane (PhI=NNs) in the presence of olefins affords aziridines In yields of 18-85%. The aziridination of cis-beta-methylstyrene (1h) and cis-hex-2-ene (1k) is stereospecific. However, with cis-stilbene (Im) a ca 3:1 mixture of cis- and trans aziridines 2m and 2l is obtained. With chiral catalysts asymmetric inductions in up to 73% ee are obtained.
引用
收藏
页码：1543 / 1548
页数：6
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