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  • Title: A facile asymmetric route to (-)-aphanorphine.
    Author: Zhai H, Luo S, Ye C, Ma Y.
    Journal: J Org Chem; 2003 Oct 17; 68(21):8268-71. PubMed ID: 14535817.
    Abstract:
    8O-methylaphanorphine was synthesized from 4-methoxyphenylacetaldehyde in 36% overall yield and in nine steps, featuring the formation of ring B via a Friedel-Crafts alkylative cyclization with the concomitant stereospecific introduction of the benzylic quaternary carbon center. The current work constitutes an efficient enantioselective formal synthesis of 3-benzazepine marine alkaloid (-)-aphanorphine.
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