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A Novel, General Method for the Synthesis of Nitrile Oxides:  Dehydration of O-Silylated Hydroxamic Acids

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journal contribution
posted on 02.02.2000, 00:00 by Dieter Muri, Jeffrey W. Bode, Erick M. Carreira
O-Silylated hydroxamic acids serve as stable, readily accessible, crystalline precursors to nitrile oxides when treated with trifluoromethanesulfonic anhydride and triethylamine. Under these mild conditions in the presence of olefins O-silylated hydroxamic acids afford isoxazoline cycloadducts. This procedure represents a novel, general method for the one-step generation of nitrile oxides, which complements existing protocols.

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