Enantioselective nitro-Michael reactions catalyzed by short peptides on water

被引：48

作者：

Freund, Matthias ^{[1
]}

Schenker, Sebastian ^{[1
]}

Tsogoeva, Svetlana B. ^{[1
]}

机构：

[1] Univ Erlangen Nurnberg, Inst Organ Chem 1, Dept Chem & Pharm, D-91054 Erlangen, Germany

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2009年 / 7卷 / 20期

关键词：

ASYMMETRIC ALDOL REACTIONS; AQUEOUS-MEDIA; HIGHLY EFFICIENT; ORGANIC-REACTIONS; BIFUNCTIONAL ORGANOCATALYSTS; ALPHA; BETA-UNSATURATED ALDEHYDES; RECYCLABLE ORGANOCATALYST; SUPPORTED PYRROLIDINE; CONJUGATE ADDITION; UNMODIFIED KETONES;

D O I：

10.1039/b910249c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Simple unmodified N-proline-based di- and tripeptides in combination with sodium hydroxide additive catalyze the asymmetric Michael reaction of ketones with nitroolefins to furnish the corresponding gamma-nitroketones with up to 99% yield, 99:1 dr and 70% ee at room temperature and on water without any organic cosolvent.

引用

页码：4279 / 4284

页数：6

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