Issue 2, 1979

Synthetic routes to (±)-daunomycinone: elaboration of the hydroxy-ketone group from an α-tetralone derivative, and selective methylation of the C(4)-hydroxy group using diazomethane

Abstract

A 12-step synthetic route to (±)-daunomycinone is described which uses Friedel–Crafts reactions to assemble the ring system; (–)-carminomycinone reacts with diazomethane to give (+)-daunomycinone.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1979, 85-86

Synthetic routes to (±)-daunomycinone: elaboration of the hydroxy-ketone group from an α-tetralone derivative, and selective methylation of the C(4)-hydroxy group using diazomethane

R. J. Blade and P. Hodge, J. Chem. Soc., Chem. Commun., 1979, 85 DOI: 10.1039/C39790000085

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