Facile evolution of asymmetric organocatalysts in water assisted by surfactant Bronsted acids

被引：74

作者：

Luo, Sanzhong ^{[1
]}

Xu, Hui ^{[1
]}

Li, Jiuyuan ^{[1
]}

Zhang, Long ^{[2
,3
]}

Mi, Xueling ^{[2
,3
]}

Zheng, Xiaoxi ^{[1
]}

Cheng, Jin-Pei ^{[2
,3
]}

机构：

[1] Chinese Acad Sci, Inst Chem, Ctr Chem Biol, BNLMS, Beijing 100080, Peoples R China

[2] Nankai Univ, Dept Chem, Tianjin 300071, Peoples R China

[3] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

来源：

TETRAHEDRON | 2007年 / 63卷 / 46期

基金：

中国国家自然科学基金;

关键词：

aldol; Michael addition; chiral amine; surfactant Bronsted acids;

D O I：

10.1016/j.tet.2007.08.096

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Simple mixing of chiral amines and surfactant Bronsted acids such as p-dodecyl benzenesulfonic acid (DBSA) leads to highly effective and selective organocatalysts in water. The in situ generated catalysts catalyze highly stereoselective desymmetrization of prochiral ketones via direct aldol reactions (up to >16:1 dr, > 99% ee) in water using micelle as reaction media. The current strategy was also applied in asymmetric Michael addition leading to a catalytic system with good activity and stereoselectivity. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：11307 / 11314

页数：8

共 55 条

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