Organic letters

A convenient method for the conversion of N-acyloxazolidinones to hydroxamic acids

MP Sibi, H Hasegawa, SR Ghorpade

Index: Sibi, Mukund P.; Hasegawa, Hikaru; Ghorpade, Sandeep R. Organic Letters, 2002 , vol. 4, # 20 p. 3343 - 3346

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Citation Number: 46

Abstract

Treatment of N-acyloxazolidinones with hydroxylamines using samarium triflate as a Lewis acid provides the corresponding hydroxamic acids in 50-98% yields at room temperature. The conversion proceeds with high degree of chemoselectivity and without racemization of chiral centers α-to the acyl group.