Highly efficient asymmetric direct stoichiometric aldol reactions on/in water

被引：174

作者：

Huang, Junmin ^{[1
]}

Zhang, Xiaotong ^{[1
]}

Armstrong, Daniel W. ^{[1
]}

机构：

[1] Univ Texas Arlington, Dept Chem & Biochem, Arlington, TX 76013 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 47期

关键词：

aldol reaction; asymmetric synthesis; cyclodextrins; organocatalysts; water;

D O I：

10.1002/anie.200703606

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Figure Presented) Hydrophobic pocket pleaser: A novel asymmetric catalytic system in water mediated by sulfated β-cyclodextrin (see picture) can bind the organocatalyst tert-butylphenoxyproline and associated hydrophobic reactants. Enantio- and diastereoselectivities up to >99% and close to quantitative yields could be achieved for stoichiometric direct aldol reactions of cyclohexanone and aryl aldehydes with this system. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：9073 / 9077

页数：5

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