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Abstract
Abstract Treatment of cyclopropanemethanols with pyridinium poly(hydrogen fluoride) in the presence of diisopropylamine and KHF2 gave selectively homoallylic fluorides or fluorocyclobutanes according to the mode of substitution of the starting cyclopropanemethanols. Cyclopropanemethanols with no substitution at 1-position of the cyclopropane ring gave homoallylic fluorides in a stereoselective manner. While, 1-methylcyclopropanemethanol gave the fluorocyclobutane in high stereoselectivity. Fluorocyclobutanes containing hydroxy methyl group were also prepared from 2-(1-methylcyclopropyl)oxiranes. The amine and the metal fluoride were necessary as additives for the best results. Influencing factors involving solvents and temperature for the reactions are also described.
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