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, Mauro; Echavarren, Antonio M
    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, Mauro; Echavarren, Antonio M (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
    Entity: Universitat Rovira i Virgili
    Paper version: info:eu-repo/semantics/publishedVersion
    Record's date: 2025-02-19
    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, Mauro; Echavarren, Antonio M
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Thematic Areas: Química, Medicina ii, Medicina i, Materiais, Interdisciplinar, General medicine, General chemistry, Farmacia, Engenharias ii, Ciências biológicas iii, Ciências biológicas ii, Ciências biológicas i, Chemistry, multidisciplinary, Chemistry (miscellaneous), Chemistry (all), Chemistry, Catalysis, Astronomia / física
    Author's mail: 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
    Química
    Medicina ii
    Medicina i
    Materiais
    Interdisciplinar
    General medicine
    General chemistry
    Farmacia
    Engenharias ii
    Ciências biológicas iii
    Ciências biológicas ii
    Ciências biológicas i
    Chemistry (all)
    Astronomia / física

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