Acetyl Chloride-mediated Mild and Chemoselective Attachment and Removal of Tetrahydropyranyl (THP) Group

摘要

A mild,chemoselective and convenient method for the formation and deprotection of tetrahydropyranyl ethers is described.With 1-5 mol% of acetyl chloride and slightly excess dihydropyran in methylene chloride or in neat dihydropyran,the formation of THP ethers from the corresponding alcohols was accomplished in the presence of many acid-sensitive functional groups.Efficient cleavage of THP ethers was also accomplished with the same reagent by switching the solvent to methanol.