Tetrahedron

Photooxygenation of an enol ether: synthesis of exo-and endo-3, 4-dioxa-2, 5-dimethoxy-7, 8-benzo [4.2. 2.0 2, 5] deca-7, 9-diene and its chemical transformations

R Altundaş, M Balci

Index: Altundas, Ramazan; Balci, Metin Tetrahedron, 1993 , vol. 49, # 29 p. 6521 - 6526

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Citation Number: 16

Abstract

The reaction of singlet oxygen with 2 afforded two isomeric dioxetanes 3 and 4 which were decomposed upon heating to the expected dihydronaphthalene derivative 5. Photooxygenation of 2 in the presence of thiourea resulted in the formation of diketone 8 and ketal 7; the later presumably derived from incorporation of the solvent molecule.

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