Highly diastereloselective asymmetric Mannich reactions of 1,3-dicarbonyls with acyl imines

被引：90

作者：

Ting, A ^{[1
]}

Lou, S ^{[1
]}

Schaus, SE ^{[1
]}

机构：

[1] Boston Univ, Dept Chem, Ctr Chem Methodol & Lib Dev, Boston, MA 02215 USA

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 10期

关键词：

D O I：

10.1021/ol060304b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The cinchona alkaloids catalyze direct asymmetric Mannich reactions of cyclic 1,3-dicarbonyl compounds with acyl imines to afford a-quaternary carbon-bearing reaction products in yields of up to 98%, a diastereomeric excess of 90% or greater, and enantioselectivities up to 99% ee. A model is proposed that accounts for both the observed diastereoselectivities and the enantioselectivities for the reactions.

引用

页码：2003 / 2006

页数：4

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