REACTION OF α, β, α', β'-DIEPOXYKETONES WITH METHANOL IN THE PRESENCE OF BORON TRIFLUORIDE ETHERATE

Article abstract of DOI:10.1007/BF00487294

The reaction of trans-diepoxyketones with methanol in the presence of boron trifluoride etherate leads to tetrahydropyran-4-ones and/or tetrahydrofuran-3-ones.The size of the heterocycle forming depends on the direction in which the alkylsubstituted epoxide ring opens and is determined by the relative configuration of the chiral centers of the epoxide rings.