Enantioselective addition of amines to ketenes catalyzed by a planar-chiral derivative of PPY: Possible intervention of chiral Bronsted-acid catalysis

被引:116
作者
Hodous, BL [1 ]
Fu, GC [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
D O I
10.1021/ja027466x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first method for the catalytic enantioselective addition of amines (specifically, pyrroles) to ketenes has been developed, and it has been demonstrated that the resulting acylpyrroles can be transformed into a broad spectrum of useful derivatives. On the basis of mechanistic studies, it is suggested that the planar-chiral catalyst plays an unanticipated role in this process as a chiral Brønsted acid. Copyright © 2002 American Chemical Society.
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页码:10006 / 10007
页数:2
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