Palladium-Catalyzed Cross-Coupling Reaction of α-Heterosubstituted Alkenylmetals. A Stereoselective Route to Heterosubstituted Dienes Suitable for the Diels-Alder Reaction

Article abstract of DOI:10.1021/jo00157a044

Alkenylmetals of Zn or Al containing α-alkoxy, α-alkylthio, or α-trialkylsilyl substituents react readily with aryl or alkenyl halides in the presence of a Pd catalyst to produce arylated alkenes or conjugated dienes, respectively, the stereospecificity of the reactions for the synthesis of 1, 3, 4, and 5 being > or = 98percent.