Approaches to the stereocontolled synthesis of anthracyclinones: Preparation of optically pure bicyclic intermediates for the regioselective construction of the tetracyclic skeleton

Abstract

The synthesis of two enantiomerically pure bicyclic fragments are reported, the 2-bromo dimethylhydroquinone 6 (as a precursor of the corresponding bromo-quinone) and quinone monoketal 5. They are presumably able to control the regioselectivity in their reactions with appropriated dienes or nucleophiles, to afford the tetracyclic skeleton of chiral anthracyclinones.