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Site-Selective (Z)-alpha-Borylalkenyl Copper Systems for Nucleophilic Stereodefined Allylic Coupling

  • Identification data

    Identifier: imarina:9280153
    Authors:
    Pujol MMaza RJSalvado OCarbó JJFernández E
    Abstract:
    1,1-Diborylalkenes can be transformed into ( Z )-skipped dienes through Cu(I)-phosphine catalyzed allylic coupling reactions. The energetically preferred formation of ( Z )-α-borylalkenyl copper (I) species and the subsequent nucleophilic attack, explains the stereoselective nucleophilic substitution with allyl bromides. The eventual treatment of ( Z )-skipped dienes with NaO t Bu promotes cyclization/aromatization patterns via enyne intermediates.© 2022 Wiley-VCH GmbH.
  • Others:

    Author, as appears in the article.: Pujol M; Maza RJ; Salvado O; Carbó JJ; Fernández E
    Department: Química Física i Inorgànica
    URV's Author/s: Carbó Martin, Jorge Juan / Fernández Gutiérrez, Maria Elena / Maza Quiroga, Ricardo José / Pujol Baiges, Maria Cinta / Salvadó Ruiz, Oriol
    Keywords: Stereoselective-synthesis Stereoselective synthesis Skipped dienes Copper Allylic coupling * copper * 1,1-diborylalkenes * skipped dienes * stereoselective synthesis Allylic coupling 1,1-diborylalkenes stereoselective synthesis stereocontrolled approach skipped dienes hydroboration efficient synthesis copper alkynes acids 1-diborylalkenes 1
    Abstract: 1,1-Diborylalkenes can be transformed into ( Z )-skipped dienes through Cu(I)-phosphine catalyzed allylic coupling reactions. The energetically preferred formation of ( Z )-α-borylalkenyl copper (I) species and the subsequent nucleophilic attack, explains the stereoselective nucleophilic substitution with allyl bromides. The eventual treatment of ( Z )-skipped dienes with NaO t Bu promotes cyclization/aromatization patterns via enyne intermediates.© 2022 Wiley-VCH GmbH.
    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
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Author's mail: oriol.salvado@urv.cat oriol.salvado@urv.cat ricardojose.maza@estudiants.urv.cat ricardojose.maza@estudiants.urv.cat j.carbo@urv.cat mariacinta.pujol@urv.cat mariaelena.fernandez@urv.cat
    Author identifier: 0000-0002-3945-6721 0000-0002-1052-8031 0000-0001-9025-1791
    Record's date: 2024-09-07
    Papper version: info:eu-repo/semantics/publishedVersion
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Angewandte Chemie (International Ed. Print). 61 (37): e202208495-
    APA: Pujol M; Maza RJ; Salvado O; Carbó JJ; Fernández E (2022). Site-Selective (Z)-alpha-Borylalkenyl Copper Systems for Nucleophilic Stereodefined Allylic Coupling. Angewandte Chemie (International Ed. Print), 61(37), e202208495-. DOI: 10.1002/anie.202208495
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2022
    Publication Type: Journal Publications
  • Keywords:

    Catalysis,Chemistry,Chemistry (Miscellaneous),Chemistry, Multidisciplinary
    Stereoselective-synthesis
    Stereoselective synthesis
    Skipped dienes
    Copper
    Allylic coupling * copper * 1,1-diborylalkenes * skipped dienes * stereoselective synthesis
    Allylic coupling
    1,1-diborylalkenes
    stereoselective synthesis
    stereocontrolled approach
    skipped dienes
    hydroboration
    efficient synthesis
    copper
    alkynes
    acids
    1-diborylalkenes
    1
    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
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