Articles producció científica> Química Física i Inorgànica

The seriatim Cu(I) activation of 1,1,1′,1′-tetrapinacolborylethane to prospective ring closing

  • Identification data

    Identifier: imarina:9329484
    Authors:
    González SDel Carratore DMaza RJFernández E
    Abstract:
    The synthesis and characterization of 1,1,1′1′-tetrapinacolborylethane is conducted to study the functionalization of that densely borylated small molecules through Cu-catalyzed coupling with allyl halides. A second Cu-catalyzed allylic alkylation of the homoallyl triboronate products gave access to mixed dihomoallyl diboronates. The intramolecular concatenated allylic alkylation version produced methylenecyclopentane-1,2-dipinacolboronic ester with 2:1 diastereoselection on the trans-diastereoisomer.
  • Others:

    Author, as appears in the article.: González S; Del Carratore D; Maza RJ; Fernández E
    Department: Química Física i Inorgànica
    URV's Author/s: Fernández Gutiérrez, Maria Elena / González Morán, Sara / Maza Quiroga, Ricardo José
    Keywords: Trans-methylenecyclopentane-1,2-diol Tetrapinacolborylethane Coupling Copper Allylic alkylation
    Abstract: The synthesis and characterization of 1,1,1′1′-tetrapinacolborylethane is conducted to study the functionalization of that densely borylated small molecules through Cu-catalyzed coupling with allyl halides. A second Cu-catalyzed allylic alkylation of the homoallyl triboronate products gave access to mixed dihomoallyl diboronates. The intramolecular concatenated allylic alkylation version produced methylenecyclopentane-1,2-dipinacolboronic ester with 2:1 diastereoselection on the trans-diastereoisomer.
    Thematic Areas: Organic chemistry
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Author's mail: sara.gonzalez@urv.cat ricardojose.maza@estudiants.urv.cat ricardojose.maza@estudiants.urv.cat mariaelena.fernandez@urv.cat
    Author identifier: 0000-0002-7309-8956 0000-0001-9025-1791
    Record's date: 2024-08-03
    Papper version: info:eu-repo/semantics/publishedVersion
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Tetrahedron Chem. 8
    APA: González S; Del Carratore D; Maza RJ; Fernández E (2023). The seriatim Cu(I) activation of 1,1,1′,1′-tetrapinacolborylethane to prospective ring closing. Tetrahedron Chem, 8(), -. DOI: 10.1016/j.tchem.2023.100045
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2023
    Publication Type: Journal Publications
  • Keywords:

    Organic Chemistry
    Trans-methylenecyclopentane-1,2-diol
    Tetrapinacolborylethane
    Coupling
    Copper
    Allylic alkylation
    Organic chemistry
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