Tandem vinylcyclopropane ring opening/Prins cyclization for the synthesis of 2,3-disubstituted tetrahydropyrans

Abstract An efficient synthesis of 2,3-disubstituted tetrahydropyrans from aldehyde and cyclopropyl alkenol has been accomplished using HBF 4 ·OEt 2 as a promoter through a tandem vinylcyclopropane ring-opening/Prins cyclization. It is a convenient process to generate a structurally diverse and biologically relevant 2,3-disubstituted tetrahydropyrans in good yields with high selectivity.