Simple preparation of chiral 1,3-dimethyl-2-iminoimidazolidines (monocyclic guanidines) and applications to asymmetric alkylative esterification

被引:60
作者
Isobe, T
Fukuda, K
Ishikawa, T
机构
[1] Shiratori Pharmaceut Co Ltd, Cent Res Lab, Narashino, Chiba 2750016, Japan
[2] Chiba Univ, Fac Pharmaceut Sci, Chiba 2638522, Japan
关键词
D O I
10.1016/S0957-4166(98)00152-9
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
New chiral 1,3-dimethyl-2-iminoimidazolidines (monocyclic guanidines) were simply prepared by the action of primary amines on 2-chloro-1,3-dimethylimidazolinium chlorides, derived from the corresponding urea, in high yields. Modest asymmetric induction in alkylative esterification of benzoic acid with (1-bromoethyl)benzene was observed when the 1,3-dimethyl-4,5-diphenyl-2-[(1-phenyl-or 1-naphthyl)ethylimino]imidazolidines with all S (or R) configurations were used as bases. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1729 / 1735
页数:7
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