A selective intramolecular aldol condensation directed by a bifunctional enzyme mimic

被引:22
作者
Breslow, R
Desper, J
Huang, Y
机构
[1] Department of Chemistry, Columbia University, New York
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
D O I
10.1016/0040-4039(96)00337-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The intramolecular aldol condensation of a dialdehyde carrying a t-butylphenyl group is almost random with simple imidazole buffer catalysis, but shows a 97% preference for a single regiochemistry of cyclization when the reaction is catalyzed by the imidazole groups of a cyclodextrin-bis-imidazole enzyme mimic. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:2541 / 2544
页数:4
相关论文
共 2 条
[1]   GEOMETRY OF ENOLIZATION USING A BIFUNCTIONAL CYCLODEXTRIN-BASED CATALYST [J].
BRESLOW, R ;
GRAFF, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (23) :10988-10989
[2]   CATALYSIS OF AN INTRAMOLECULAR ALDOL CONDENSATION BY IMIDAZOLE-BEARING CYCLODEXTRINS [J].
DESPER, JM ;
BRESLOW, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (26) :12081-12082