1,5,5-Trimethyl-3-methylenecyclohexene isomerises to 1,1,3,5-tetramethylcyclohexa-2,4-diene during the Diels–Alder reaction with DDQ; the side of the quinone molecule to which addition occurs and the stereochemistry of the adduct formed have been established by X-ray structure analysis.
D. J. Pointer, J. B. Wilford and O. J. R. Hodder, J. Chem. Soc. D, 1969, 1440 DOI: 10.1039/C29690001440
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