Chemical Communications 2010-11-07

Pd(0)-Catalyzed carbonylation of 1,1-dichloro-1-alkenes, a new selective access to Z-α-chloroacrylates.

Martin Arthuis, Anne Lecup, Emmanuel Roulland

Index: Chem. Commun. (Camb.) 46 , 7810, (2010)

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Abstract

A novel and fully chemo- and stereoselective three component strategy leading to Z-α-chloroacrylates by a Pd(0)-catalyzed reaction of CO (1 atm) with 1,1-dichloro-1-alkenes and various alcohols is disclosed. This catalytic approach compares favourably with the Wittig type strategies as α-chloroacrylates of pure Z configuration are obtained in high yield.