Abstract

The ceric ammonium nitrate oxidation of the furo[3,2- b ]naphtho[2,1- d ]furan-8(9H)-ones ( 5c , 5d ) gave the rearranged hemiketals ( 11c , 11d ) in 72–76% yield. Reduction of the hemiketals ( 11c , 11d ) provided an entry to a pyranonaphthoquinone with a fused γ-lactone as present in the pyranonaphthoquinone antibiotics kalafungin ( 6 ) and nanaomycin D ( 7 ).

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