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A practical approach to the synthesis of 2,4-disubstituted oxazoles from amino acids
Authors:Morwick Tina  Hrapchak Matt  DeTuri Molly  Campbell Scot
Institution:Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877-0368, USA. tmorwick@rdg.boehringer-ingleheim.com
Abstract:reaction: see text] A new sequence for the synthesis of various 2,4-disubstituted oxazoles from alpha-amino acids is reported. The method is shown to be general and incorporates the reagent combination, triphenylphosphine/hexachloroethane, for cyclodehydration of intermediate alpha-acylamino aldehydes. Implementation of this reagent system for the conversion of alpha-acylamino ketones to oxazoles is briefly investigated.
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