Articles producció científicaQuímica Analítica i Química Orgànica

Concise Total Synthesis of Lundurines A-C Enabled by Gold Catalysis and a Homodienyl Retro-Ene/Ene Isomerization

  • Identification data

    Identifier:  PC:1532
    Handle: https://hdl.handle.net/20.500.11797/PC1532
    Authors:  Antonio M. Echavarren; Mariia S. Kirillova; Michael E. Muratore; Ruth Dorel
    Abstract:
    The total synthesis of lundurines A-C has been accomplished in racemic and enantiopure forms in 11-13 and 12-14 steps, respectively, without protection/deprotection of functional groups, by a novel tandem double condensation/Claisen rearrangement, a gold(I)-catalyzed alkyne hydroarylation, a cyclopropanation via formal [3 + 2] cycloaddition/nitrogen extrusion, and a remarkable olefin migration through a vinylcyclopropane retro-ene/ene reaction that streamlines the endgame.

  • Others:

    Link to the original source: https://pubs.acs.org/doi/10.1021/jacs.6b01428
    Article's DOI: 10.1021/jacs.6b01428
    Journal publication year: 2016
    Entity: Universitat Rovira i Virgili
    Paper version: info:eu-repo/semantics/publishedVersion
    Record's date: 2016-05-02
    First page: 3671
    URV's Author/s: ECHAVARREN PABLOS, ANTONIO MARIA; Mariia S. Kirillova; Michael E. Muratore; Ruth Dorel
    Department: Química Analítica i Química Orgànica
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Publication Type: Article
    Last page: 3674
    ISSN: 0002-7863
    Author, as appears in the article.: Antonio M. Echavarren; Mariia S. Kirillova; Michael E. Muratore; Ruth Dorel
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Journal volume: 138
    Thematic Areas: Chemistry

  • Keywords:

    Synthesis (chemical)
    Gold catalysis

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