CHIRAL QUATERNARY BENZOPHENONE HYDRAZONIUM SALT DERIVATIVES - EFFICIENT CHIRAL CATALYSTS FOR THE ENANTIOSELECTIVE PHASE-TRANSFER ALKYLATION OF IMINES - APPLICATION TO SYNTHESIS OF CHIRAL PRIMARY AMINES

被引:22
作者
EDDINE, JJ
CHERQAOUI, M
机构
[1] Université Hassan II, Faculté des sciences I Ain Chock, département de chimie, Casablanca
关键词
D O I
10.1016/0957-4166(95)00149-J
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
(2S)-1-Methyl-1-[N-(diphenylmethylene)]-2-hydroxymethylpyrrolidine hydrazonium iodide I-a has been designed to catalyse the enantioselective phase-transfer alkylation of N-(diphenylmethylene) benzenemethanamine II. Although the weak acidic character of the latter, alkylations have been performed within reasonable reaction times. Optically active Primary amines III a-e have been prepared in good chemical yields and up to 94% e.e. using 2-5 mol-% of the chiral catalyst only.
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页码:1225 / 1228
页数:4
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