Articles producció científica> Química Física i Inorgànica

1,2-Dialkylation of 1,1-Arylboryl Alkenes Via Borata-Alkene Intermediate

  • Identification data

    Identifier: imarina:9261217
    Authors:
    Gonzalez, SaraSalvado, OriolFernandez, Elena
    Abstract:
    We describe here the conjugate addition of tert-butyllithium to vinyl systems of boronic esters to generate a borata-alkene intermediate, followed by a sequential S(N)2 reaction with alkyl halides, at room temperature. We envisioned this goal through engaged C(sp(3)) chemical entities avoiding metal catalysts, additives, radical initiators or specific irradiation. This reaction guarantees that the new tetrasubstituted carbon formed retains all the C atoms from the three starting materials involved in the assembly.
  • Others:

    Author, as appears in the article.: Gonzalez, Sara; Salvado, Oriol; Fernandez, Elena;
    Department: Química Física i Inorgànica
    URV's Author/s: Fernández Gutiérrez, Maria Elena / González Morán, Sara / Salvadó Ruiz, Oriol
    Keywords: Tertiary boronic esters Tertiary alcohols Styrenes Radicals Grignard-reagents Dicarbofunctionalization Cyclopropanation Borata-alkene Alkyl-halides 1,2-dicarbofunctionalization
    Abstract: We describe here the conjugate addition of tert-butyllithium to vinyl systems of boronic esters to generate a borata-alkene intermediate, followed by a sequential S(N)2 reaction with alkyl halides, at room temperature. We envisioned this goal through engaged C(sp(3)) chemical entities avoiding metal catalysts, additives, radical initiators or specific irradiation. This reaction guarantees that the new tetrasubstituted carbon formed retains all the C atoms from the three starting materials involved in the assembly.
    Thematic Areas: Química Organic chemistry Materiais Engenharias iv Engenharias ii Ciências biológicas ii Ciência de alimentos Chemistry, organic Chemistry, applied Catalysis Biodiversidade Astronomia / física
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Author's mail: oriol.salvado@urv.cat sara.gonzalez@urv.cat oriol.salvado@urv.cat mariaelena.fernandez@urv.cat
    Author identifier: 0000-0002-7309-8956 0000-0001-9025-1791
    Record's date: 2024-09-07
    Papper version: info:eu-repo/semantics/publishedVersion
    Link to the original source: https://onlinelibrary.wiley.com/doi/full/10.1002/adsc.202200154
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Advanced Synthesis & Catalysis. 364 (10): 1701-1707
    APA: Gonzalez, Sara; Salvado, Oriol; Fernandez, Elena; (2022). 1,2-Dialkylation of 1,1-Arylboryl Alkenes Via Borata-Alkene Intermediate. Advanced Synthesis & Catalysis, 364(10), 1701-1707. DOI: 10.1002/adsc.202200154
    Article's DOI: 10.1002/adsc.202200154
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2022
    Publication Type: Journal Publications
  • Keywords:

    Catalysis,Chemistry, Applied,Chemistry, Organic,Organic Chemistry
    Tertiary boronic esters
    Tertiary alcohols
    Styrenes
    Radicals
    Grignard-reagents
    Dicarbofunctionalization
    Cyclopropanation
    Borata-alkene
    Alkyl-halides
    1,2-dicarbofunctionalization
    Química
    Organic chemistry
    Materiais
    Engenharias iv
    Engenharias ii
    Ciências biológicas ii
    Ciência de alimentos
    Chemistry, organic
    Chemistry, applied
    Catalysis
    Biodiversidade
    Astronomia / física
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