Articles producció científica> Química Analítica i Química Orgànica

Photoredox Organocatalysis for the Enantioselective Synthesis of 1,7-Dicarbonyl Compounds

  • Identification data

    Identifier: imarina:9247329
  • Authors:

    Wong THF
    Ma D
    Di Sanza R
    Melchiorre P
  • Others:

    Author, as appears in the article.: Wong THF; Ma D; Di Sanza R; Melchiorre P
    Department: Química Analítica i Química Orgànica
    URV's Author/s: Wong, Thomas Hin-Fung
    Keywords: Bond-cleavage strategy receptor enables cycloalkanols
    Abstract: We describe an asymmetric organocatalytic method to synthesize 1,7-dicarbonyl compounds containing a β-stereocenter. The chemistry relies on the formation of γ-keto radicals, generated upon oxidative ring opening of cyclobutanols mastered by an organic photoredox catalyst. These nonstabilized primary radicals are stereoselectively intercepted by an iminium ion intermediate, formed upon activation of aliphatic and aromatic enals by a chiral secondary amine catalyst. This organocatalytic photoredox method served to prepare scaffolds found in natural products and drug molecules.
    Thematic Areas: Química Physical and theoretical chemistry Organic chemistry Medicina ii Medicina i Materiais Interdisciplinar General medicine Farmacia Ciências biológicas ii Ciências biológicas i Ciências agrárias i Chemistry, organic Biotecnología Biodiversidade Biochemistry
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Author's mail: thomashin-fung.wong@estudiants.urv.cat
    Author identifier: 0000-0002-5729-9619
    Record's date: 2022-04-02
    Papper version: info:eu-repo/semantics/acceptedVersion
    Link to the original source: https://pubs.acs.org/doi/10.1021/acs.orglett.2c00326#
    Papper original source: Organic Letters. 24 (8): 1695-1699
    APA: Wong THF; Ma D; Di Sanza R; Melchiorre P (2022). Photoredox Organocatalysis for the Enantioselective Synthesis of 1,7-Dicarbonyl Compounds. Organic Letters, 24(8), 1695-1699. DOI: 10.1021/acs.orglett.2c00326
    Licence document URL: http://repositori.urv.cat/ca/proteccio-de-dades/
    Article's DOI: 10.1021/acs.orglett.2c00326
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2022
    Publication Type: Journal Publications
  • Keywords:

    Biochemistry,Chemistry, Organic,Organic Chemistry,Physical and Theoretical Chemistry
    Bond-cleavage
    strategy
    receptor
    enables
    cycloalkanols
    Química
    Physical and theoretical chemistry
    Organic chemistry
    Medicina ii
    Medicina i
    Materiais
    Interdisciplinar
    General medicine
    Farmacia
    Ciências biológicas ii
    Ciências biológicas i
    Ciências agrárias i
    Chemistry, organic
    Biotecnología
    Biodiversidade
    Biochemistry
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