Studies of substituent effect on asymmetric epoxidation of chromenes by chiral dioxirane

被引:24
作者
Wong, OA [1 ]
Shi, Y [1 ]
机构
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
关键词
D O I
10.1021/jo0604179
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of 6- and 8-substituted chromenes has been investigated for asymmetric epoxidation using chiral ketone catalysts. Up to 93% ee was achieved. Higher ee's are obtained when substrates are substituted at the 6- position. The enhanced enantioselectivity is likely due to the beneficial interaction between the 6-substituent of the substrate and the N-aryl or alkyl group of the ketone catalyst.
引用
收藏
页码:3973 / 3976
页数:4
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