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Generation of Gold(I) Carbenes by Retro-Buchner Reaction: From Cyclopropanes to Natural Products Synthesis

  • Identification data

    Identifier:  imarina:5874685
    Handle: https://hdl.handle.net/20.500.11797/imarina5874685
    Authors:  Mato, M; García-Morales, C; Echavarren, AM
    Abstract:
    The gold(I)-catalyzed retro-Buchner (decarbenation, retrocyclopropanation) reaction of 7-substituted cycloheptatrienes has emerged as a safe and powerful alternative for the generation of gold(I) carbenes. These carbenes can cyclopropanate alkenes, take part in intramolecular reactions, or engage in higher cycloadditions with different partners, giving rise to a wide range of relevant structures. This review covers the developments made on the generation of gold(I) carbenes via decarbenation reactions, and the applications of these reactions in organic synthesis.

  • Others:

    Link to the original source: https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cctc.201801201
    APA: Mato, M; García-Morales, C; Echavarren, AM (2019). Generation of Gold(I) Carbenes by Retro-Buchner Reaction: From Cyclopropanes to Natural Products Synthesis. Chemcatchem, 11(1), 53-72. DOI: 10.1002/cctc.201801201
    Paper original source: Chemcatchem. 11 (1): 53-72
    Article's DOI: 10.1002/cctc.201801201
    Journal publication year: 2019-01-09
    Entity: Universitat Rovira i Virgili
    Paper version: info:eu-repo/semantics/publishedVersion
    Record's date: 2026-05-09
    URV's Author/s: ECHAVARREN PABLOS, ANTONIO / Mato Gómez, Mauro / Muro Morales, José Ignacio
    Department: Química Analítica i Química Orgànica
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Publication Type: Journal Publications
    ISSN: 18673880
    Author, as appears in the article.: Mato, M; García-Morales, C; Echavarren, AM
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Thematic Areas: Physical and theoretical chemistry, Organic chemistry, Inorganic chemistry, Chemistry, physical, Catalysis, Biotecnología, Astronomia / física
    Author's mail: antoniomaria.echavarren@urv.cat, antoniomaria.echavarren@urv.cat, joseignacio.muro@urv.cat

  • Keywords:

    Total synthesis
    Selective inhibitors
    Retro-buchner reaction
    Radical decarboxylation
    Nmr-spectroscopy
    Molecular complexity
    Lactobacillic acid
    Intermolecular 2+2 cycloaddition
    Gold catalysis
    Enantioselective total-synthesis
    Derivatives
    Cyclopropanation
    Cycloadditions
    Catalyzed oxidative cyclization
    A-c
    Catalysis
    Chemistry
    Physical
    Inorganic Chemistry
    Organic Chemistry
    Physical and Theoretical Chemistry
    Biotecnología
    Astronomia / física

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