Photolysis of substituted cycloenones. Part 1. 5-Hydroxycyclopentenones

Abstract
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.

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