Diels–Alder reactions of hexakis(trifluoromethyl)benzvalene (1) with cyclic and acyclic dienes have been examined. The Diels–Alder reaction of cyclic dienes gave only the exo-isomer of two possible stereoisomers. Cyclohexa-1,3-diene gave the dihydro-compound of (1), rather than a Diels–Alder adduct, by an ene-reaction or [π2s+σ2s+σ2s] process.
Y. Kobayashi, M. Honda, Y. Hanzawa, I. Kumadaki and A. Ohsawa, J. Chem. Soc., Perkin Trans. 1, 1979, 1743 DOI: 10.1039/P19790001743
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