Polystyrene-supported benzyl selenide: an efficient reagent for highly stereocontrolled synthesis of olefins and allylic alcohols

Polystyrene-supported benzyl selenide has been prepared. This novel reagent was treated with LDA to produce a selenium-stabilized carbanion, which reacted with alkyl halide and epoxides, followed by selenoxide syn-elimination, to give olefins and allylic alcohols, respectively.