Treatment of the Diels–Alder adduct 4a-acetyl-4a,5,8,8a-tetrahydro-3-methyl-1, 4-naphthoquinone with pyridine–methanol or acetic anhydride leads to a [1,5] acetyl shift to the 3-position which can be followed by a [1,2] acetyl shift to the 2-position (adduct numbering).
F. B. H. Ahmad, J. M. Bruce, J. Khalafy and K. Sabetian, J. Chem. Soc., Chem. Commun., 1981, 169 DOI: 10.1039/C39810000169
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