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

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页码：279 / 282

页数：4

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