Tetrahedron

Photolysis of cyclic enol esters in the presence or absence of a single electron transfer photosensitizer

MJ Climent, H Garcia, S Iborra, MA Miranda, J Primo

Index: Climent; Garcia; Iborra; Miranda; Primo Tetrahedron, 1991 , vol. 47, # 44 p. 9289 - 9296

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Citation Number: 10

Abstract

The photochemistry of enol esters 1 is dominated by electrocyclic ring opening (1b→ 3+ 4), 1, 3-acyl migration (1c, d→ 6c, d) and [2+ 2] dimerization (1d→ 11). Photosensitization with triphenylpyrylium tetrafluoroborate (TPT) enhances formation of oxidation products (1b→ 5, 1c, d→ 9c, d+ 10c, d), presumably through the intermediacy of radical cations 1b–d+.