Organocatalytic asymmetric epoxidation of olefins by chiral ketones

被引:410
|
作者
Shi, Y [1 ]
机构
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
关键词
D O I
10.1021/ar030063x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral ketones have been shown to be effective organocatalysts for asymmetric epoxidation of olefins with broad substrate scope. High enantioselectivity has been obtained for a wide variety of trans and trisubstituted olefins, as well as a number of cis olefins, with encouragingly high ee's for some terminal olefins. The stereochemical outcome of the reaction can be rationalized by a spiro transition state model.
引用
收藏
页码:488 / 496
页数:9
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