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Issue 0, 1966
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Studies in the xanthone series. Part VIII. An unambiguous synthesis of jacareubin

Abstract

An unambiguous synthesis of jacareubin has been effected by following a plausible biogenetic route. Phenol oxidative coupling of maclurin gave 1,3,6,7-tetrahydroxyxanthone but 1,3,5,6-tetrahydroxyxanthone was obtained by a more conventional method. Introduction of a 3,3-dimethylallyl side-chain into the 2-position of 1-hydroxy-3,5,6-trimethoxyxanthone, followed by methylation and treatment with hydriodic acid, gave dihydro-jacareubin which was dehydrogenated to yield jacareubin.

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Article type: Paper
DOI: 10.1039/J39660000175
Citation: J. Chem. Soc. C, 1966,0, 175-178
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    Studies in the xanthone series. Part VIII. An unambiguous synthesis of jacareubin

    A. Jefferson and F. Scheinmann, J. Chem. Soc. C, 1966, 0, 175
    DOI: 10.1039/J39660000175

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