Asymmetric synthesis of erythro- and threo-2-(1-hydroxyalkyl)piperidines via iodocyclocarbamation of 1-acyl-2-alkenyl-1,2,3,6-tetrahydropyridines

被引:43
作者
Comins, DL [1 ]
Williams, AL [1 ]
机构
[1] N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
asymmetric synthesis; pyridinium salts; dihydropyridones; alkaloids; iodocyclocarbamation;
D O I
10.1016/S0040-4039(00)00298-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An iodocyclocarbamation procedure has been developed for the stereoselective preparation of erythro- and threo-2(1-hydroxyalkyl)piperidines. This methodology was utilized in the asymmetric synthesis of two piperidine alkaloids, (+)-alpha-conhydrine and (+)-beta-conhydrine. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2839 / 2842
页数:4
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