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Evidence of similarity between biooxygenation and photooxygenation formation of quinone epoxides


, : Evidence of similarity between biooxygenation and photooxygenation formation of quinone epoxides. Tetrahedron 43(6): 1129-1132

Polymethoxybenzene derivatives form quinone expoxides by singlet oxygen oxidation. Thus 2',2,4,5-tetra-methoxy benzophenone 1 furnished 2,3-epoxy-5-methoxy-2(2'-methoxy-benzoyl)- cyclohex-5-en-1,4-dione 2, identical with an authentic sample prepared by m-chloroperbenzoic acid oxidation of corresponding p-benzoquinone 3. Similarly isolatifolin dimethyl ether 4, 1-(2'-methoxyphenyl)-1-(2,4,5-trimethoxyphenyl) ethylene 6 and asarone 8 gave the corresponding quinone epoxides.

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Accession: 005411729

DOI: 10.1016/s0040-4020(01)90051-1

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