syn-Oxidative Cyclizations of Trishomoallylic Alcohols: Stereoselective and Stereospecific Synthesis of trans-Tetrahydropyranyl Alcohols.

Abstract Trifluoroacetylperrhenate promotes the hydroxyl-directed syn -oxidative cyclization of trishomoallylic alcohols. The cyclization reaction is highly stereospecific and stereoselective, providing a novel and efficient synthesis of trans -2,6-disubstituted tetrahydropyranyl alcohols.