Chelation-Controlled Chemo-, Regio- and Enantio-Selective Synthesis of Homoallylic Alcohols

Article abstract of DOI:10.1016/S0040-4020(01)85251-0

Optically active allylic sulphides 10-13, bearing two different leaving groups, react with organocopper reagents by selective substitution of the heterocyclic moiety leading to optically active homoallylic pivalates with chemo-, regio- and enantio-control.This selectivity seems to be related to the coordination exerted by the heterocyclic nucleus towards the organometal.