A study of 4-substituted 5,5-diaryl oxazolidin-2-ones as efficacious chiral auxiliaries

被引：74

作者：

Gibson, CL

Gillon, K

Cook, S

机构：

[1] Univ Strathclyde, Dept Pure & Appl Chem, Glasgow G1 1XL, Lanark, Scotland

[2] Hickson & Welch Ltd, Castleford WF10 2JJ, W Yorkshire, England

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 37期

关键词：

asymmetric synthesis; diastereoselection; oxazolidinones;

D O I：

10.1016/S0040-4039(98)01412-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of three 5,5-diaryl substituted oxazolidin-2-ones (diphenyl, dinaphthyl and ditolyl) have been prepared and shown to be particularly effective chiral auxiliaries to afford high yields and diastereoselectivities for alkylation and azidations of their N-acyl derivatives. The 5,5-ditolyl oxazolidin-2-one proved to be particularly efficacious in terms of diastereoselectivity, yield and solubility, (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：6733 / 6736

页数：4

共 12 条

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