Articles producció científica> Química Física i Inorgànica

Boron-Wittig olefination with: Gem -bis(boryl)alkanes

  • Identification data

    Identifier: imarina:9150156
    Authors:
    Cuenca ABFernández E
    Abstract:
    © The Royal Society of Chemistry. The condensation of easy manageable lithium α-bis(boryl)carbanions with carbonyl derivatives, the so-called boron-Wittig reaction, allows for the straightforward and often stereoselective formation of synthetically highly versatile metalloid-substituted alkenes, which are key building blocks on route to all-carbon substituted olefins. In this Tutorial review the concept behind this olefination reaction and its application to ketones, aldehydes and other carbonyl derivatives, such amides, ester and carboxylic acids, are presented in a systematic manner. A special emphasis has been placed on parameters controlling the stereochemical outcome of these transformations. To illustrate the great synthetic potential of this new methodological tool, a section is also included covering a selection of applications of the boron-Wittig reaction to target compounds via subsequent C-C bond-forming process. This journal is
  • Others:

    Author, as appears in the article.: Cuenca AB; Fernández E
    Department: Química Física i Inorgànica
    e-ISSN: 1460-4744
    URV's Author/s: Fernández Gutiérrez, Maria Elena
    Keywords: Stereoselective-synthesis Ketones Generation Esters Deprotonation Carbonyl-compounds Carbanions Bis(ethylenedioxyboryl)methide Aldehydes
    Abstract: © The Royal Society of Chemistry. The condensation of easy manageable lithium α-bis(boryl)carbanions with carbonyl derivatives, the so-called boron-Wittig reaction, allows for the straightforward and often stereoselective formation of synthetically highly versatile metalloid-substituted alkenes, which are key building blocks on route to all-carbon substituted olefins. In this Tutorial review the concept behind this olefination reaction and its application to ketones, aldehydes and other carbonyl derivatives, such amides, ester and carboxylic acids, are presented in a systematic manner. A special emphasis has been placed on parameters controlling the stereochemical outcome of these transformations. To illustrate the great synthetic potential of this new methodological tool, a section is also included covering a selection of applications of the boron-Wittig reaction to target compounds via subsequent C-C bond-forming process. This journal is
    Thematic Areas: Química Materiais General medicine General chemistry Ciências biológicas ii Ciência de alimentos Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Antropologia / arqueologia
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 0306-0012
    Author's mail: mariaelena.fernandez@urv.cat
    Author identifier: 0000-0001-9025-1791
    Record's date: 2024-07-27
    Papper version: info:eu-repo/semantics/acceptedVersion
    Link to the original source: https://pubs.rsc.org/en/content/articlelanding/2021/cs/d0cs00953a#!divAbstract
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Chemical Society Reviews. 50 (1): 72-86
    APA: Cuenca AB; Fernández E (2021). Boron-Wittig olefination with: Gem -bis(boryl)alkanes. Chemical Society Reviews, 50(1), 72-86. DOI: 10.1039/d0cs00953a
    Article's DOI: 10.1039/d0cs00953a
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2021
    Publication Type: Journal Publications
  • Keywords:

    Chemistry,Chemistry (Miscellaneous),Chemistry, Multidisciplinary
    Stereoselective-synthesis
    Ketones
    Generation
    Esters
    Deprotonation
    Carbonyl-compounds
    Carbanions
    Bis(ethylenedioxyboryl)methide
    Aldehydes
    Química
    Materiais
    General medicine
    General chemistry
    Ciências biológicas ii
    Ciência de alimentos
    Chemistry, multidisciplinary
    Chemistry (miscellaneous)
    Chemistry (all)
    Chemistry
    Antropologia / arqueologia
  • Documents:

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