A FACILE, STEREOSELECTIVE PREPARATION OF (Z)-2,4-PENTADIENOATES BY FAVORSKII REARRANGEMENT

Article abstract of DOI:10.1016/S0040-4039(00)84924-2

Reaction of 1,3,4-tribromo-2-alkanones, efficiently prepared by direct bromination of the parent enone, with methanolic sodium methoxide gives methyl (Z)-2,4-pentadienoates with high (Z) selectivity about the α,β-double bond.