Free-radical additions of cyclic ethers to various fluorinated alkenes have been studied and a clear stereoelectronic effect has been established. The order of reactivity is oxolane > oxepane > oxane and increasing substitution at the double bond leads to lower reactivity of the fluorinated alkene with oxolane.
R. D. Chambers and B. Grievson, J. Chem. Soc., Perkin Trans. 1, 1985, 2215 DOI: 10.1039/P19850002215
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