Tetrahedron

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

…, M Moreno-Mañas, RM Sebastián, A Vallribera

Index: Galvez, Nicanor; Moreno-Manas, Marcial; Sebastian, Rosa M.; Vallribera, Adelina Tetrahedron, 1996 , vol. 52, # 5 p. 1609 - 1616

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Citation Number: 29

Abstract

Dimethoxyethane is an useful solvent for the Schmidt reaction of ketones and β-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 β-diketone and several (4S)-N-(2-alkylacctoacetyl)-4-benzyloxazolidin-2-ones afford oxazoles under those conditions.

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