Small peptides catalyze highly enantioselective direct aldol reactions of aldehydes with hydroxyacetone: Unprecedented regiocontrol in aqueous media

被引：227

作者：

Tang, Z ^{[1
]}

Yang, ZH

Cun, LF

Gong, LZ

Mi, AQ

Jiang, YZ

机构：

[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro, Chengdu 610041, Peoples R China

[2] Chinese Acad Sci, Chengdu Inst Organ Chem, Union Lab Asymmetr Synth, Chengdu 610041, Peoples R China

[3] Chinese Acad Sci, Grad Sch, Beijing, Peoples R China

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 13期

关键词：

D O I：

10.1021/ol049141m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] L-Proline-based small peptides have been developed as efficient catalysts for the asymmetric direct aldol reactions of hydroxyacetone with aldehydes. Chiral 1,4-diols 7, which are disfavored products in similar aldol reactions catalyzed by either aldolases or L-proline, were obtained in high yields and enantioselectivities of up to 96% ee with peptides 3 and 4 in aqueous media.

引用

页码：2285 / 2287

页数：3

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