Regio- and stereospecific synthesis of vinyl halides via carbozincation of acetylenic sulfones followed by halogenation

Regio- and stereoselective synthesis of tetrasubstituted allylic alcohols by three-component reaction of acetylenic sulfone, dialkylzinc, and aldehyde

“…In the course of our study, we found that the stereoselectivity is poor and a mixture of stereoisomers are obtained when alkylmagnesium bromide was used. As an extension of our research interest in the application of organozinc reagents in organic synthesis [26,27], we investigated the alkylzincation of acetylenic sulfone and its further reaction with aldehyde. Herein, we wish to report the regio-and stereoselective synthesis of (Z)-tetrasubstituted allylic alcohols by three-component tandem reaction of acetylenic sulfone, dialkylzinc reagent and aldehyde.…”