Highly Regio- and Stereoselective Synthesis of (1Z,3E)-2-sulfonyl-3-stannyl-1,3-dienes by hydrostannylation of (Z)-2-sulfonyl-1,3-enynes

Abstract

The Stille coupling of (E)-α-stannylvinyl sulfones with alkynyl bromides in DMF in the presence of Pd(PPh 3 ) 4 and CuI gave (Z)-2sulfonyl-1,3-enynes in good yields. (Z)-2-Sulfonyl-1,3-enynes underwent palladium-catalysed hydrostannylation with tributyltin hydride to afford highly regio-and stereoselectively (1Z,3E)-2-sulfonyl-3-stannyl-1,3-dienes.