Abstract: Oxaspiropentanes undergo smooth opening with sodium phenylselenide in ethanol to give the P-hydroxyselenides at room temperature. Oxidation with m- chloroperbenzoic acid at-78 to-30 OC and rearrangement at-30" C in the presence of pyridine leads directly to cyclobutanones. A mechanism invoking benzeneselenenate as a leaving group to generate a carbonium ion is presented. The stereochemistry is ...