The reaction of 2-methoxy-5-methylbenzoquinone (1) methyl sorbate (2a) gives mainly the enol, the Diels–Alder adduct (5a), which undergoes oxidative ring-cleavage via the hydroperoxide (7a) to give the β-ketoester (8a) in a good yield.
K. Hayakawa, K. Ueyama and K. Kanematsu, J. Chem. Soc., Chem. Commun., 1984, 71 DOI: 10.1039/C39840000071
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