The present investigation was undertaken in order to see whether singlet oxygen-oxidation of unconjugated cyclic dienes having spatially close double bonds causes a particular transannular reaction as previously observed with 1, 5-cyclooctadiene which gave 4- hydroxy-5-cyclooctenone. Most cyclic dienes tested underwent normal “ene” reaction to give allylic hydroperoxides. Thus, on dye-sensitized photooxygenation followed by reduction ...
