Dimethoxyethane as an alternative solvent for Schmidt reactions. Preparation of homochiral N-(5-oxazolyl)oxazolidinones from N-acetoacetyl derivatives of oxazolidinones

被引:22
作者
Galvez, N [1 ]
MorenoManas, M [1 ]
Sebastian, RM [1 ]
Vallribera, A [1 ]
机构
[1] UNIV AUTONOMA BARCELONA,DEPT CHEM,E-08193 BARCELONA,SPAIN
关键词
D O I
10.1016/0040-4020(95)00989-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dimethoxyethane is an useful solvent for the Schmidt reaction of ketones and beta-ketoesters with sodium azide and methanesulfonic acid to afford amides and amidoesters. This solvent is an alternative to the unsafe chlorinated solvents normally used. A beta-diketone and several (4S)-N-(2-alkylacetoacetyl)-4-benzyloxazolidin-2-ones afford oxazoles under those conditions.
引用
收藏
页码:1609 / 1616
页数:8
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