A simple stereoselective synthesis of enantiopure 2-substituted pyrrolidines and piperidines from chiral (R)-phenylglycinol-derived bicyclic 1,3-oxazolidines

被引：0

作者：

Andrés, JM ^{[1
]}

Herráiz-Sierra, I ^{[1
]}

Pedrosa, R ^{[1
]}

Pérez-Encabo, A ^{[1
]}

机构：

[1] Univ Valladolid, Fac Ciencias, Dept Quim Organ, E-47011 Valladolid, Spain

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 2000卷 / 09期

关键词：

asymmetric synthesis; nitrogen heterocycles; heterocycles; pyrrolidines; piperidines;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral, nonracemic 2-substituted pyrrolidines and piperidines were prepared in high ee and moderate to good chemical yields in three steps from (R)-phenylglycinol and gamma- or delta-chloroketones. The key step of the synthesis was the stereo-selective reductive ring-opening of chiral bicyclic 1,3-oxazolidines prepared by condensation of (R)-phenylglycinol and the corresponding ketones.

引用

页码：1719 / 1726

页数：8