Enantioselective organocatalytic Michael addition of aldehydes to nitroethylene:: Efficient access to γ2-amino acids

被引：140

作者：

Chi, Yonggui ^{[1
]}

Guo, Li ^{[1
]}

Kopf, Nathan A. ^{[1
]}

Gellman, Samuel H. ^{[1
]}

机构：

[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 17期

关键词：

D O I：

10.1021/ja800345r

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantioselective organocatalytic Michael addition of aldehydes to nitroethylene catalyzed by (S)diphenylprolinol silyl ether provides beta-substituted-delta-nitroalcohols in nearly optically pure form (96-99% ee). The Michael adducts bear a single substituent adjacent to the carbonyl and can be efficiently converted to protected Y(2-)amino acids, which are essential for the systematic conformational studies of Y-peptide foldamers.

引用

页码：5608 / +

页数：3

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