Articles producció científicaQuímica Analítica i Química Orgànica

Donor Rhodium Carbenes by Retro-Buchner Reaction

  • Identification data

    Identifier:  imarina:4220472
    Handle: https://hdl.handle.net/20.500.11797/imarina4220472
    Authors:  Mato, M; Echavarren, AM
    Abstract:
    Rhodium carbenes are key intermediates in a range of cycloadditions and insertion reactions. Herein, we report the first generation of donor Rh-II carbenes by decarbenation of 7-substituted 1,3,5-cycloheptatrienes. This discovery unlocks an improved retro-Buchner-cyclopropanation sequence, a Si-H insertion reaction for a broad-scope synthesis of allylsilanes, and a new method for the vinylogation of aldehydes. The last strategy led to the development of an iterative synthesis of E-polyenes, and to the total synthesis of navenonesB and C.

  • Others:

    Link to the original source: https://onlinelibrary.wiley.com/doi/10.1002/anie.201813512
    APA: Mato, M; Echavarren, AM (2019). Donor Rhodium Carbenes by Retro-Buchner Reaction. Angewandte Chemie (International Ed. Print), 58(7), 2088-2092. DOI: 10.1002/anie.201813512
    Paper original source: Angewandte Chemie (International Ed. Print). 58 (7): 2088-2092
    Article's DOI: 10.1002/anie.201813512
    Journal publication year: 2019-02-11
    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
    Department: Química Analítica i Química Orgànica
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Publication Type: Journal Publications
    ISSN: 14337851
    Author, as appears in the article.: Mato, M; Echavarren, AM
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Thematic Areas: General medicine, General chemistry, Chemistry, multidisciplinary, Chemistry (miscellaneous), Chemistry (all), Chemistry, Catalysis, Astronomia / física
    Author's mail: antoniomaria.echavarren@urv.cat, antoniomaria.echavarren@urv.cat

  • Keywords:

    Total synthesis
    Stereoselective functionalization
    Silanes
    Rhodium catalysis
    Retro-buchner reaction
    Insertion reactions
    In-situ generation
    H insertion
    Gold(i) carbenes
    Enantioselective cyclopropanation
    Diazo-compounds
    Catalyzed cyclopropanation
    Carbenes
    Building-blocks
    Breaking alarm pheromones
    Catalysis
    Chemistry
    Chemistry (Miscellaneous)
    Multidisciplinary
    General medicine
    General chemistry
    Chemistry (all)
    Astronomia / física

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