Articles producció científicaQuímica Física i Inorgànica

Strategic Trimethylsilyldiazomethane Insertion into pinB-SR Followed by Selective Alkylations

  • Identification data

    Identifier:  PC:1899
    Handle: https://hdl.handle.net/20.500.11797/PC1899
    Authors:  Marc G. Civit; Jordi Royes; Christopher M. Vogels; Stephen A. Westcott; Ana B. Cuenca; Elena Fernández
    Abstract:
    The insertion of the diazo derivative Me3SiCHN2 into pinB-SR ¿ bonds (R = Ph, Tol, Bn) allows a direct synthesis of multisubstituted H-C(SR)(Bpin)(SiMe3) compounds. Consecutive base-assisted transformations of HC(S)(B) (Si) systems lead to deborylative alkylations, Sommelet-Haüser rearrangements, and deprotoalkylations. Intramolecular cyclizations can be selectively performed either via desilylative or deborylative manifolds by fine-tuning the base employed.

  • Others:

    Link to the original source: http://pubs.acs.org/doi/abs/10.1021/acs.orglett.6b01840
    Article's DOI: 10.1021/acs.orglett.6b01840
    Journal publication year: 2015
    Entity: Universitat Rovira i Virgili
    Paper version: info:eu-repo/semantics/acceptedVersion
    Record's date: 2016-09-21
    First page: 3830
    URV's Author/s: GARCIA CIVIT, MARC; Jordi Royes; Christopher M. Vogels; Stephen A. Westcott; Ana B. Cuenca; Elena Fernández
    Department: Química Física i Inorgànica
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Publication Type: Article
    Last page: 3833
    ISSN: 1523-7060
    Author, as appears in the article.: Marc G. Civit; Jordi Royes; Christopher M. Vogels; Stephen A. Westcott; Ana B. Cuenca; Elena Fernández
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Journal volume: 18
    Research group: Organometàl.lics i Catàlisi Homogènia
    Thematic Areas: Chemistry

  • Keywords:

    Reagents
    pinB-SR
    Alkyls
    Post-translational modification

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