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Tetrahedron

Quinones and quinone methides—IV: dimerization reactions of 2-phenylmethyl-5-methoxy-1, 4-benzoquinones

L Jurd, JN Roitman, RY Wong

文献索引:Jurd,L. et al. Tetrahedron, 1979 , vol. 35, p. 1041 - 1054

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被引用次数: 13

摘要

Base catalyzed dimerization of 2-(4-methoxyphenylmethyl)-5-methoxy-1, 4-benzoquinone 6 yields as the chief product an unusual tetrahydroxanthen derivative 7a. The structure of 7a suggests that it is formed by combination of two molecules of the ortho-quinone methide tautomer of 6. Rearrangement of 7a yields the dihydro-oxepin derivative 15 and the indanspirocyclohexene derivatives 17 and 18a, all of which are formed as minor products ...