Asymmetric synthesis and stereochemistry of chiral cis- and trans-3-alkyl-4-aminopiperidines

被引：0
|
作者：
G. V. Grishina
E. R. Luk’yanenko
A. A. Borisenko
M. Yu. Antipin
机构：
[1] M. V. Lomonosov Moscow State University,
来源：
Chemistry of Heterocyclic Compounds | 2012年 / 48卷
关键词：
3-alkyl-4-aminopiperidines; and ; isomers; conformational analysis; diastereomeric excess; diastereoselective synthesis; isomerism of imines;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
Chiral nonracemic 3-substituted cis- and trans-4-aminopiperidines, which are precursors of anilidopiperidine analgesics, were obtained by diastereoselective synthesis from 1-methyl- and 1-benzyl-4-[(S)-1-phenylethyl]iminopiperidines, using the following reaction sequence: metalation with lithium diethylamide, alkylation with alkyl halides, and hydride reduction or hydrogenation over Raney nickel. The steric direction of the reaction, three-dimensional structure, preferred conformation, and absolute configuration of the resultant aminopiperidines were determined.
引用
收藏
页码：733 / 747
页数：14
相关论文
共 50 条
12345