A Palladium-Catalyzed Stereospecific Substitution Reaction of Homoallylzincs with β-Bromo-Substituted α,β-Unsaturated Carbonyl Derivatives. A Highly Selective Synthesis of Mokupalide

Article abstract of DOI:10.1021/jo01313a048

Stereodefined homoallylzinc halides readily participate in a Pd-catalyzed stereospecific (>/= 98percent) substitution reaction with β-bromo-substituted α,β-unsaturated carbonyl derivatives, thereby providing a highly stereoselective and efficient route to butenolides and furans of terpenoid origin, such as mokupalide (1) and dendrolasin (2).