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

Chemical communications (Cambridge, England) (2010-09-21)
Martin Arthuis, Anne Lecup, Emmanuel Roulland
RÉSUMÉ

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.

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Sigma-Aldrich
Tris(dibenzylidèneacétone)dipalladium(0), 97%