Articles producció científicaQuímica Física i Inorgànica

Catalytic Stereoselective Borylative Transannular Reactions

  • Identification data

    Identifier:  imarina:6013697
    Handle: https://hdl.handle.net/20.500.11797/imarina6013697
    Authors:  Sendra, J; Manzano, R; Reyes, E; Vicario, JL; Fernández, E
    Abstract:
    Medium-sized carbocycles containing an alpha,beta-unsaturated ketone moiety as Michael acceptor site and a ketone moiety as internal electrophilic site are ideal substrates to conduct Cu(I)-catalyzed conjugated borylation followed by electrophilic intramolecular trapping that results into a pioneer transannular borylative ring closing reaction. The relative configuration of three adjacent stereocenters is controlled, giving access to a single diastereoisomer for a wide range of substrates tested. Moreover, when a chiral ligand is incorporated, the reaction provides enantioenriched polycyclic products with up to 99 % ee.

  • Others:

    Link to the original source: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201913438
    APA: Sendra, J; Manzano, R; Reyes, E; Vicario, JL; Fernández, E (2020). Catalytic Stereoselective Borylative Transannular Reactions. Angewandte Chemie (International Ed. Print), 59(5), 2100-2104. DOI: 10.1002/anie.201913438
    Paper original source: Angewandte Chemie (International Ed. Print). 59 (5): 2100-2104
    Article's DOI: 10.1002/anie.201913438
    Journal publication year: 2020-01-27
    Entity: Universitat Rovira i Virgili
    Paper version: info:eu-repo/semantics/acceptedVersion
    Record's date: 2026-05-09
    URV's Author/s: Fernández Gutiérrez, Maria Elena
    Department: Química Física i Inorgànica
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Publication Type: Journal Publications
    ISSN: 14337851
    Author, as appears in the article.: Sendra, J; Manzano, R; Reyes, E; Vicario, JL; Fernández, E
    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: mariaelena.fernandez@urv.cat, mariaelena.fernandez@urv.cat

  • Keywords:

    Transannular borylation
    Stereogenic alkyl boronate
    Ring closing
    Esters
    Electrophilic intramolecular trapping
    Cyclization
    Copper(i)-catalyzed reaction
    Copper catalysts
    Catalysis
    Chemistry
    Chemistry (Miscellaneous)
    Multidisciplinary
    General medicine
    General chemistry
    Chemistry (all)
    Astronomia / física

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