Helvetica Chimica Acta · 1971 · 36 citations · 7 references
Natural SciencesChemistryGreen ChemistryOrganic ChemistryOrganometallic ChemistryPhotocatalysisPhotochemical SynthesisPhotochemistryLight-induced OxidationPhotooxidationPhotosensitizersPhotosensitizing Compounds
Abstract 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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