Regioselectivity of the ring opening of propene oxides bearing electron-withdrawing substituents at the methyl group with Olah's reagent

Abstract The regiochemistry of the hydrofluorination of terminal epoxides with Olah's reagent (Py·9HF) is dependent on the electron-withdrawing character of the β-substituents. Phenoxy ethers with different substitution patterns of the aromatic ring and several N -heterocycles were examined as β-substituents.