STEREOSELECTIVE SYNTHESIS OF (Z)-1-ALKYLSELENO-1-ALKENES BY NI-CATALYZED COUPLING REACTION OF (Z)-DIALKYLSELENOETHENES WITH ORGANOZINC HALIDES

摘要

(Z)-Dialkylselenoethenes 2, prepared conveniently from the hydrozirconation of dialkylselenoacetylenes 1 with Cp2Zr(H) Cl in THF followed by protonolysis, react readily at -10 degrees C in THF with organozinc halides in the presence of a catalytic amount of NiCl2(dppe) to give (Z)-1-alkylseleno-1-alkenes 3 with retention of the configuration. [References: 15]