Ring-opening cycloaddition of aziridines to ketenimines

被引：32
|
作者：
Maas, H [1 ]
Bensimon, C [1 ]
Alper, H [1 ]
机构：
[1] Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 01期
关键词：
D O I：
10.1021/jo970562+
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Lewis acid-catalyzed addition of aziridines to ketenimines gave substituted pyrrolidonimines in 47-87% yields. The hard Lewis acid LiClO4 proved to be superior to the soft [(PhCN)(2)PdCl2], affording higher yields under milder conditions. The reaction is regioselective and occurs with complete stereoselectivity using [(PhCN)(2)PdCl2] and with a small amount of racemization in the case of LiClO4.
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收藏
页码：17 / 20
页数：4
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