Peptide-catalyzed 1,4-Addition Reactions of Aldehydes to Nitroolefins

被引：3
|
作者：
Kastl, Robert [1 ]
Arakawa, Yukihiro [1 ]
Duschmale, Joerg [1 ]
Wiesner, Markus [1 ]
Wennemers, Helma [1 ]
机构：
[1] Swiss Fed Inst Technol, Organ Chem Lab, CH-8093 Zurich, Switzerland
来源：
CHIMIA | 2013年 / 67卷 / 04期
关键词：
Asymmetric catalysis; Conjugate addition reaction; Nitroolefins; Organocatalysis; Peptides; CONJUGATE ADDITION-REACTIONS; ASYMMETRIC MICHAEL ADDITION; X-RAY-CRYSTAL; SUBSTRATE COIMMOBILIZATION; EFFICIENT ORGANOCATALYSTS; ENAMINE CATALYSIS; NMR-SOLUTION; KETONES; GAMMA; BETA;
D O I：
10.2533/chimia.2013.279
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Conjugate addition reactions of aldehydes to nitroolefins provide synthetically useful gamma-nitroaldehydes. Here we summarize our research on peptide-catalyzed conjugate addition reactions of aldehydes to differently substituted nitroolefins. We show that peptides of the general type Pro-Pro-Xaa (Xaa = acidic amino acid) are not only highly active, robust and stereoselective catalysts but have also remarkable chemoselectivities.
引用
收藏
页码：279 / 282
页数：4
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