CHIRAL OXAZOLIDINONES FROM N-BOC DERIVATIVES OF BETA-AMINO ALCOHOLS - EFFECT OF A N-METHYL SUBSTITUENT ON REACTIVITY AND STEREOSELECTIVITY

被引：52

作者：

AGAMI, C

COUTY, F

HAMON, L

VENIER, O

机构：

[1] Laboratoire de Chimie Organique Asocié au CNRS Université Pierre et Marie Curie, 75005M Paris

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 28期

关键词：

D O I：

10.1016/0040-4039(93)88071-P

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of N-tert-butoxycarbonyl derivatives of homochiral beta-amino alcohols with p-toluenesulfonyl chloride affords 2-oxazolidinones. These heterocycles were produced by intramolecular nucleophilic attack of the carbamate moiety in an intermediate tosylate. The presence of a N-methyl substituent enhanced the cyclization rate and this effect was studied by AMI calculations.

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页码：4509 / 4512

页数：4

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