4.8 Article

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

Journal

ORGANIC LETTERS
Volume 9, Issue 25, Pages 5239-5242

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol702299c

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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-CI during the rearrangement stage results in the preparation of these compounds in excellent yields and in high enantiomeric excess.

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