Asymmetric Cross-coupling of Organozinc Reagents with Alkenyl Bromides Catalyzed by a Chiral Ferrocenylphosphine-Palladium Complex

Abstract

Organozinc reagents, prepared from secondary alkyl Grignard reagents (ArRCHMgCl: Ar=Ph, p-Tol; R=Me, Et) and excess zinc halides, were allowed to react with vinyl bromide and (E)-β-bromostyrene in the presence of dichloro[(R)-N,N-dimethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine]palladium(II) as a catalyst to give the corresponding coupling products of up to 86% enantiomeric excess.