Modified guanidines as potential chiral superbases. 1. Preparation of 1,3-disubstituted 2-iminoimidazolidines and the related guanidines through chloroamidine derivatives

被引:97
作者
Isobe, T
Fukuda, K
Ishikawa, T
机构
[1] Chiba Univ, Fac Pharmaceut Sci, Chiba 2638522, Japan
[2] Shiratori Pharmaceut Co Ltd, Cent Res Lab, Narashino, Chiba 2750016, Japan
关键词
D O I
10.1021/jo000744v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Modified guanidines were explored as potential chiral superbases. Thus, chiral 1,3-dimethyl-2-iminoimidazolidines with or without 4,5-diphenyl groups, their guanidinium salts, and the 2-iminoimidazolidines with (S)-1-phenylethyl groups on the ring nitrogens were prepared by treatment of 2-chloroimidazolinium chlorides with appropriate amines. Bicyclic guanidines were also prepared from a prolinamide using a similar procedure.
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页码:7770 / 7773
页数:4
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