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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.

arkivoc

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