STEREOCHEMISTRY OF REACTION OF (E)- AND (Z)-Β-TRIMETHYLSILYLSTYRENE WITH ARYLPALLADIUM TETRAFLUOROBORATES GENERATED FROM ARENEDIAZONIUM TETRAFLUOROBORATES AND PALLADIUM(0)

Article abstract of DOI:10.1246/cl.1983.1337

(E)- and (Z)-PhCH=CHSiMe3 react easily with ⁺BF4^- to give (E)-PhCH=CHAr and Ph(Ar)C=CH2 at 25 deg C.Stereochemistry of the desilylation is disclosed by using (E)- and (Z)-PhCH=CDSiMe3, that is syn-addition of Ar-Pd species followed by anti-elimination of Pd and Me3Si moiety for (E)-isomer and syn-elimination for (Z)-isomer are proposed.