Abstract
We have developed an asymmetric route to (-)-aphanorphine from O-Me-D-tyrosine methyl ester hydrochloride salt, available from D-tyrosine in four steps. The tricyclic framework of (-)-aphanorphine was assembled stereoselectively by intramolecular Friedel-Crafts reaction of the corresponding bicyclic precursor, which was in turn generated via ring-closing metathesis reaction.
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