A SIMPLE EFFICIENT SYNTHESIS OF KEY SYNTHETIC INTERMEDIATES OF 4-DEMETHOXYANTHRACYCLINONES, (+/-)- AND (R)-(-)-7-DEOXY-4-DEMETHOXYDAUNOMYCINONE

Article abstract of DOI:10.1246/cl.1985.57

(+/-)-2,5,12-Trihydroxy-1,2,3,4-tetrahydronaphthacene-6,11-di-one-2-carboxylic acid was found to readily afford the racemic title compound by successive treatments with N,N'-carbonyldiimidazole and methylmagnesium bromide in the presence of trimethylsilyl triflate.The same reaction scheme could also furnish the optically pure title compound from the (R)-carboxylic acid produced by the optical resolution.