Photosensitized oxygenation of unconjugated cyclic dienes

A Horinaka, R Nakashima, M Yoshikawa…

Index: Horinaka,A. et al. Bulletin of the Chemical Society of Japan, 1975 , vol. 48, p. 2095 - 2098

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Citation Number: 18

Abstract

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 ...