• YAKHAK HOEJI
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• v.41 no.1
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• pp.7-13
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• 1997

A regiospecific total synthesis on the precursor(18b) of rhodomycinones is described. The anion of 3-carbomethoxy-1(3H)-isobenzofuranone(13) was respectively condensed wi th naphthalenone (12) and butenoate(8) derivatives which were, prepared by two different synthetic routes to afford 9-ethyl-6,7-dihydroxy 7,8,9,10-tetrahydronaphthacene-5,12 dione(18b) after oxidation and reduction.

• Bulletin of the Korean Chemical Society
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• v.17 no.10
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• pp.946-948
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• 1996

• Journal of the Korean Chemical Society
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• v.40 no.7
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• pp.519-525
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• 1996

3-Carbomethoxy-1(3H)-isobenzofuranone(9) underwent condensation with ${\alpha}{\beta}-unsaturated$, esters 3a-b to produce the corresponding naphthacene-6,7-diones 11a-b with high yields in one pot procedure. Among the naphthacene-6,7-diones formed, compound 11a without an ethyl group at C-9 position was oxidized to give the naphthacene-5,12-dione 13a, while compound 11b containing the ethyl group was oxidized to give a 3:2 mixture of the naphthacene-5,7,12-trione 12b and naphthacene-5,12-dione 13b under the same experimental conditions.