REGIOCONTROLLED AND STEREOCONTROLLED HYDROSTANNATION OF (E)-CHLOROENYNE AND (Z)-CHLOROENYNE - AN EFFICIENT PREPARATION OF CHLORODIENYL TRIBUTYLTIN REAGENTS
M. Alami et F. Ferri, REGIOCONTROLLED AND STEREOCONTROLLED HYDROSTANNATION OF (E)-CHLOROENYNE AND (Z)-CHLOROENYNE - AN EFFICIENT PREPARATION OF CHLORODIENYL TRIBUTYLTIN REAGENTS, Synlett, (8), 1996, pp. 755
(E) and (Z)-chloroenynes undergo rapid addition of tributyltin hydride
in the presence of a catalytic amount of palladium complex to give re
gio- and stereoselectively chlorodienyl stannanes of general formula A
in good to excellent isolated yields. Hydrostannation of conjugated (
Z)-1,3-enynes has also been performed and showed to be remarkably regi
oselective.