A concise, linear, total synthesis of (-)-dihydrocodeinone a close synthetic precursor of (-)- codeine and (-)-morphine has been achieved. The carbocyclic core of the alkaloid was provided in the form of a phenanthrenone, which was resolved by chromatography on cellulose triacetate. A cuprate conjugate addition was used to establish the crucial benzylic quaternary stereocenter and to introduce the C2-side chain. Dimeric byproducts provide ...
