A novel route to (±)-quadrone (5) has been developed via an anomalous C(1)–C(2) bond cleavage of 4-benzyloxymethyl-7,7-dimethyl-3-oxotricyclo[3.3.0.02,8]octane-5- acetic acid (11) by an intramolecular participation of the carboxy group.
T. Imanishi, M. Matsui, M. Yamashita and C. Iwata, J. Chem. Soc., Chem. Commun., 1987, 1802 DOI: 10.1039/C39870001802
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