Synthesis of enantiomerically pure cis-2,4-disubstituted piperidines:: extension of chiral homoenolate alkylations toward the preparation of nitrogen heterocycles

被引：18

作者：

Dwyer, MP ^{[1
]}

Lamar, JE ^{[1
]}

Meyers, AI ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 51期

关键词：

D O I：

10.1016/S0040-4039(99)01784-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantiomerically pure cis-2,4-disubstituted piperidines were synthesized from chiral thiolactam 2 in six steps via a highly diastereoselective homoenolate alkylation which set the stereochemistry at the C4 carbon. In addition, two cleavage methods were used to cleave the lactam to the desired piperidines with a high level of diastereoselection at the newly created C2 stereocenter. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：8965 / 8968

页数：4

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