Water promoted enantioselective aldol Reaction by proline-cholesterol and -diosgenin based amphiphilic organocatalysts

被引:28
作者
He, Ting [1 ]
Li, Kun [1 ]
Wu, Ming-Yu [1 ]
Wu, Ming-Bo [2 ]
Wang, Na [1 ]
Pu, Lin [1 ]
Yu, Xiao-Qi [1 ]
机构
[1] Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Peoples R China
[2] Sichuan Univ, State Key Lab Oral Dis, Chengdu 610041, Peoples R China
基金
美国国家科学基金会;
关键词
Organocatalyst; Proline; Cholesterol; Diosgenin; Aldol reaction; ORGANIC-REACTIONS; CHIRAL CATALYSTS; ACID; ACCELERATION; ALDEHYDES; KETONES;
D O I
10.1016/j.tet.2013.04.078
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of proline-cholesterol and -diosgenin based amphiphilic organocatalysts were developed for the first time, and their catalytic activities for the enantioselective aldol reaction were investigated. The results indicated that water can significantly enhance the activity and stereoselectivity of the transformation via micelle formation. TEM and AFM analysis demonstrated that the diameter of the micelle particles ranged from 200 to 800 nm. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5136 / 5143
页数:8
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