Issue 5, 1976

Total synthesis of bikaverin (6,11-dihydroxy-3,8-dimethoxy-1-methylbenzo[b]xanthen-7,10,12-trione)

Abstract

The total synthesis of the antibiotic bikaverin (1) is described, from orcinol and 3-(2,4,5-trimethoxyphenyl)propiononitrile. The intermediate 6-hydroxy-3,7,8,10-tetramethoxy-1-methylbenzo[b]xanthen-12-one is oxidised to the 6,11-quinone (20), which is demethylated, preferably with iodide ion, to give bikaverin (1).

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1976, 499-503

Total synthesis of bikaverin (6,11-dihydroxy-3,8-dimethoxy-1-methylbenzo[b]xanthen-7,10,12-trione)

D. H. R. Barton, L. Cottier, K. Freund, F. Luini, P. D. Magnus and I. Salazar, J. Chem. Soc., Perkin Trans. 1, 1976, 499 DOI: 10.1039/P19760000499

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