Issue 1, 1991
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

A short, convergent synthesis of aristolindiquinone

Marc E. Botha,   Robin G. F. Giles  and  Selwyn C. Yorke  

Abstract

Aristolindiquinone, 2,5-dihydroxy-3,8-dimethyl-1,4-naphthoquinone 1, is synthesised by the regiochemical addition of 1-methoxy-1-trimethylsiloxypenta-1,3-diene 2 to 5-bromo-2-methoxy-3-methyl-1,4-benzoquinone 3. The regioisomer 2,8-dihydroxy-3,5-dimethyl-1,4-naphthoquinone 4 is prepared by reaction of the same diene 2 with 2-methoxy-3-methyl-1,4-benzoquinone 11. The former reaction readily provided sufficient quantities of aristolindiquinone 1 for biological evaluation for fertility regulation in rats, for which purpose it was found to be inactive.

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Article information

DOI
https://doi.org/10.1039/P19910000085
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1991, 85-88

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A short, convergent synthesis of aristolindiquinone

M. E. Botha, R. G. F. Giles and S. C. Yorke, J. Chem. Soc., Perkin Trans. 1, 1991, 85 DOI: 10.1039/P19910000085

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