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Pure Appl. Chem., 2000, Vol. 72, No. 9, pp. 1635-1639

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.