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Asymmetric Syntheses of (−)-Pentazocine and (−)-Eptazocine through an Aza-Prins Cyclization

Authors

  • Qiang Chen,

    1. State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000 (P.R China), Fax: (+86) 931-8912582
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  • Xing Huo,

    1. State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000 (P.R China), Fax: (+86) 931-8912582
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  • Zhen Yang,

    1. State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000 (P.R China), Fax: (+86) 931-8912582
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  • Prof. Dr. Xuegong She

    Corresponding author
    1. State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000 (P.R China), Fax: (+86) 931-8912582
    2. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000 (P.R. China)
    • State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000 (P.R China), Fax: (+86) 931-8912582

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Abstract

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Two down more to go: The asymmetric syntheses of (−)-pentazocine and (−)-eptazocine are presented. The highlights of the syntheses are the construction of the core skeleton through an aza-Prins cyclization and intramolecular Friedel–Crafts reaction.

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