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

[Display omitted] •Tetrahydropyrans are obtained from aldehyde and (E)-cyclopropyl alkenol.•It provides the products in good yields with high selectivity.•It is a first example on a tandem vinylcyclopropane ring opening/Prins cyclization.•It proceeds under extremely mild conditions in short reaction times. An efficient synthesis of 2,3-disubstituted tetrahydropyrans from aldehyde and cyclopropyl alkenol has been accomplished using HBF4·OEt2 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.