Highly efficient asymmetric direct stoichiometric aldol reactions on/in water

被引：173
|
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
收藏
页码：9073 / 9077
页数：5
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