The dye sensitized photo‐oxygenation of 6,6‐dimethylfulvene (1) in solution at 15° gives enol lactone 2, along with ketoles 3 and 4. The following mechanism is proposed: initially formed endoperoxide 11 undergoes a 1,2‐dioxolan rearrangement to give allen epoxide 12, which then isomerizes to cyclopropanone 13. 13 can then cyclise to give 2 and 3.
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Skorianetz et al. (1971) studied this question.
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