A Mild and Efficient Method for Tetrahydropyranylation/Depyranylation of Alcohols and Phenols Under Neutral Conditions

Abstract

Abstract Alcohols and phenols are tetrahydropyranylated rapidly in high yields in the presence of lithium bromide and dichloromethane at room temperature. Deprotection of these THP ethers can also be effected readily by mere change of the solvent to methanol and refluxing with excess lithium bromide. Due to neutral reaction conditions employed, the method is also compatible with compounds having acid sensitive functional groups.