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  • Title: First asymmetric synthesis of (-)-lintetralin via intramolecular Friedel-Crafts-type cyclization.
    Author: Enders D, Del Signore G, Berner OM.
    Journal: Chirality; 2003 Jun; 15(6):510-3. PubMed ID: 12774291.
    Abstract:
    The asymmetric synthesis of an aryltetralin lignan, (-)-lintetralin, was achieved with an overall yield of 29% with seven steps. Key features of the synthesis are an asymmetric Strecker reaction, a diastereoselective Michael addition of the lithiated amino nitrile product to 5H-furan-2-one, and an intramolecular carbocationic cyclization to provide the desired ring skeleton with the correct configuration.
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