The preparation and photolysis of some 5-hydroxycyclopentenones is described. They undergo photochemical rearrangement to give 2-oxa[3.1.0]bicyclohexan-3-ones (γ-lactones derived from cyclopropanol acetic acid). The reactions appear to proceed via a singlet excited state and are not stereospecific. Lactones were not obtained in a few cases where the enone has a 4-phenyl substituent.
G. Gowda and T. B. H. McMurry, J. Chem. Soc., Perkin Trans. 1, 1979, 274 DOI: 10.1039/P19790000274
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