An easy synthesis of chiral sulfinyl allylic bromides and their use in the preparation of (R)(S)- and (S)(S)-2-p-tolylsulfinyl-1,3-alkadienes

Article abstract of DOI:10.1016/S0957-4166(00)80374-2

Condensation of (R)-vinyl-o-tolylsulfoxide anion on carbonyl compounds led directly to chiral allylic sulfinylalcohols 1. By treatment with NBS/Me₂S, these alcohols 1 were converted into the rearranged primary allylic bromides 2 via SN₂