Organic letters

A tandem aza-Claisen rearrangement and ring closing metathesis reaction for the synthesis of cyclic allylic trichloroacetamides

MD Swift, A Sutherland

Index: Swift, Michael D.; Sutherland, Andrew Organic Letters, 2007 , vol. 9, # 25 p. 5239 - 5242

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Citation Number: 40

Abstract

A one-pot tandem palladium (II)-catalyzed aza-Claisen rearrangement and ring closing metathesis process has been developed for the efficient synthesis of cyclic allylic trichloroacetamides. The use of chiral Pd (II) catalysts such as (S)-COP-Cl during the rearrangement stage results in the preparation of these compounds in excellent yields and in high enantiomeric excess.