STEREOSELECTIVE SYNTHESIS OF ALKENES AND ALKENYL SULFIDES FROM ALKENYL HALIDES USING PALLADIUM AND RUTHENIUM CATALYSTS

Alkenyl halides react with organolithium compounds, such as alkyl, aryl, and heterocyclic lithiums, in the presence of zerovalent palladium compounds to form alkenes stereoselectively under both stoichiometric and catalytic conditions. Alkenyl halides also are easily converted to the corresponding alkenyl sulfides stereoselectively upon treatment with thiolate anions in the presence of the same palladium catalyst. These reactions occur readily at 80°C and the yields are generally good to excellent. © 1979, American Chemical Society. All rights reserved.