New piperidine scaffolds via nucleophilic reactivity of (-)-phenyloxazolopiperidine

被引:30
作者
Poupon, E
François, D
Kunesch, N
Husson, HP
机构
[1] CNRS, UMR 8638 Associee, Fac Sci Pharmaceut & Biol, Chim Therapeut Lab, F-75256 Paris 06, France
[2] Univ Paris Sud, CNRS, UMR 8076 BioCIS, Ctr Etud Pharmaceut,Lab Pharmacognosie Associe, F-92296 Chatenay Malabry, France
[3] CNRS, UMR 8638 Associee, Fac Sci Pharmaceut & Biol, Lab Pharmacognosie, F-75256 Paris 06, France
[4] Univ Paris 05, F-75256 Paris 06, France
关键词
D O I
10.1021/jo0499524
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The present work illustrates the power of compound 2 as a chiral, nonracemic, and stable 2-piperideine (enamine) equivalent in the rapid and efficient construction of 3-substituted piperidines (carbon-carbon and carbon-sulfur bonds) such as 3-spiropiperidines. This methodology offers a new route to such systems that could compete with previously reported strategies.
引用
收藏
页码:3836 / 3841
页数:6
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