Synthetic studies toward pyranonaphthoquinone antibiotics*
Margaret A. Brimble
Department of Chemistry, University of Auckland, 23
Symonds St., Auckland, New Zealand
Abstract: A furofuran annulation/oxidative rearrangement strategy
was used to construct the basic skeleton of the pyranonaphthoquinone
family of antibiotics. This synthetic methodology has been applied to
the synthesis of the spiroacetal-containing pyranonaphthoquinone antibiotic
griseusin A, to an analog of the C-glycoside medermycin, and to a dimeric
pyranonaphthoquinone.
*Lecture presented at the 13th International
Conference on Organic Synthesis (ICOS-13), Warsaw, Poland, 1-5 July
2000.
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