Stereo- and Regiospecific Synthesis of Trisubstituted Alkenes via the Palladium-catalyzed Cross-coupling Reaction of Diisopropyl (E)-(1-Alkyl-1-alkenyl)boronates with Organic Halides

The reaction of diisopropyl (Z)-(1-bromo-1-alkenyl)boronates readily obtainable, with organolithiums and bases takes place readily to give (E)-(1-organo-1-alkenyl)boronates, the cross-coupling of which with various organic halides proceeds smoothly in the presence of Pd-catalyst and base to afford stereodefined trisubstituted alkenes in good yields.