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.
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页码：5608 / +
页数：3
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