Articles producció científica> Química Física i Inorgànica

Rh-Catalyzed asymmetric hydroaminomethylation of α-Substituted acrylamides: Application in the synthesis of RWAY

  • Identification data

    Identifier: imarina:9138904
    Handle: https://hdl.handle.net/20.500.11797/imarina9138904
    Authors:
    Miro, RogerCunillera, AntonMargalef, JessicaLutz, DomkeBoerner, ArminPamies, OscarDieguez, MontserratGodard, Cyril
    Abstract:
    © 2020 American Chemical Society The successful rhodium-catalyzed asymmetric hydroformylation and hydroaminomethylation of α-substituted acrylamides is described using 1,3-phosphite-phosphoramidite ligands based on a sugar backbone. A broad scope of chiral aldehydes and amines were afforded in high yields and excellent enantioselectivities (up to 99%). Furthermore, the synthetic potential of this method is demonstrated by the single-step synthesis of the brain imaging molecule RWAY.

  • Others:

    Author, as appears in the article.: Miro, Roger; Cunillera, Anton; Margalef, Jessica; Lutz, Domke; Boerner, Armin; Pamies, Oscar; Dieguez, Montserrat; Godard, Cyril
    Department: Química Física i Inorgànica
    e-ISSN: 1523-7052
    URV's Author/s: CUNILLERA MARTIN, ANTON / Diéguez Fernández, Montserrat / Godard, Cyril / MARGALEF LLEBARIA, JOAQUIM / Miró Serra, Roger / Pamies Ollé, Oscar
    Project code: CTQ2016-75016-R
    Keywords: Clean water and sanitation
    Abstract: © 2020 American Chemical Society The successful rhodium-catalyzed asymmetric hydroformylation and hydroaminomethylation of α-substituted acrylamides is described using 1,3-phosphite-phosphoramidite ligands based on a sugar backbone. A broad scope of chiral aldehydes and amines were afforded in high yields and excellent enantioselectivities (up to 99%). Furthermore, the synthetic potential of this method is demonstrated by the single-step synthesis of the brain imaging molecule RWAY.
    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/
    ISSN: 1523-7060
    Author's mail: roger.miros@estudiants.urv.cat cyril.godard@urv.cat oscar.pamies@urv.cat montserrat.dieguez@urv.cat
    Author identifier: 0000-0001-5762-4904 0000-0002-2352-8508 0000-0002-8450-0656
    Record's date: 2025-01-28
    Paper version: info:eu-repo/semantics/acceptedVersion
    Funding program: PROGRAMA ESTATAL DE INVESTIGACIÓN, DESARROLLO E INNOVACIÓN ORIENTADA A LOS RETOS DE LA SOCIEDAD
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Paper original source: Organic Letters. 22 (22): 9036-9040
    APA: Miro, Roger; Cunillera, Anton; Margalef, Jessica; Lutz, Domke; Boerner, Armin; Pamies, Oscar; Dieguez, Montserrat; Godard, Cyril (2020). Rh-Catalyzed asymmetric hydroaminomethylation of α-Substituted acrylamides: Application in the synthesis of RWAY. Organic Letters, 22(22), 9036-9040. DOI: 10.1021/acs.orglett.0c03433
    Acronym: ECO2VALCAT
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2020
    Funding program action: VALORIZACION EFICIENTE DE CO2 A COMBUSTIBLES Y COMPUESTOS DE ALTO VALOR AÑADIDO MEDIANTE CATALISIS HOMOGENEA Y NANO-CATALISIS
    Publication Type: Journal Publications

  • Keywords:

    Biochemistry,Chemistry, Organic,Organic Chemistry,Physical and Theoretical Chemistry
    Clean water and sanitation
    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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