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.