Selwyn Yorke - A short, convergent synthesis of aristolindiquinone

Version 1

      Publication Details (including relevant citation   information):

      Journal of the Chemical Society, Perkin Transactions 1:    Organic and Bio-Organic Chemistry (1972-1999) (1991), (1), 85-8


      Aristolindiquinone, (I) was prepd. by the addn. of   1-methoxy-1-trimethylsiloxypenta-1,3-diene to   5-bromo-2-methoxy-3-methyl-1,4-benzoquinone.    2,8-Dihydroxy-3,5-dimethyl-1,4-naphthoquinone was prepd. by   reaction of the same diene with   2-methoxy-3-methyl-1,4-benzoquinone.  The reaction readily   provided sufficient quantities of I for biol. evaluation of   fertility regulation in rats, for which purpose it was found to   be inactive.

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