An Efficient Procedure for the 1,3-Transposition of Allylic Alcohols Based on Lithium Naphthalenide Induced Reductive Elimination of Epoxy Mesylates

An efficient protocol for the 1,3-transposition of allylic alcohols has been developed. The method is based on the pretransformation of allylic alcohols into the corresponding epoxy mesylates, followed by the reductive elimination of the resulting epoxy mesylates by using lithium naphthalenide (LN) as a reducing agent.