SYNTHESIS WITH SULFONES (noXXXI): THE STEREOSPECIFIC REDUCTION OF 2-BENZENESULFONYL-1,3 DIENES TO CONJUGATED Z,E-DIENES. SYNTHESIS OF (9Z,11E)-9,11-TETREDECADIENYL ACETATE.

Article abstract of DOI:10.1016/S0040-4039(00)88330-6

The stereospecific reduction of 2-phenylsulfonyl-1,3-dienes 1i to conjugated EZ dienes 2 catalysed by transition metal complexes in the presence of n-butylmagnesium chloride is described.This method is illustrated by the synthesis of the pheromone of Spodoptera littoralis : 9Z,11E-tetradecadien-1-yl acetate 8, R = Ac.