Organic Photochemical Reactions. XIV. The Photocycloaddition of Acetone to Cyclooctene and 1,3-Cyclooctadiene

The photocycloaddition of acetone to cyclooctene (COE) or 1,3-cyclooctadiene (COD) yields isomeric cis-and trans-oxetanes in good yields. Kinetic studies of these reactions reveal that the photoaddition of acetone to COE proceeds via the attack of the triplet acetone on the ground state COE, while the addition to COD probably occurs by the attack of the excited singlet acetone on the ground state COD.

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