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A convenient method for the conversion of N-acyloxazolidinones to hydroxamic acids
Mukund P Sibi1, Hikaru Hasegawa, Sandeep R Ghorpade
1Department of Chemistry, North Dakota State University, Fargo, ND 58015, USA. mukund.sibi@ndsu.nodak.edu
Organic Letters
|September 27, 2002
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 alpha- to the acyl group. [reaction: see text]