Articles producció científica> Química Analítica i Química Orgànica

Ruthenium-catalyzed cross-metathesis with electron-rich phenyl vinyl sulfide enables access to 2,3-dideoxy-D-ribopyranose ring system donors

  • Identification data

    Identifier: imarina:9297387
  • Authors:

    Boutureira, Omar
    Isabel Matheu, M.
    Diaz, Yolanda
    Castillon, Sergio
  • Others:

    Author, as appears in the article.: Boutureira, Omar; Isabel Matheu, M.; Diaz, Yolanda; Castillon, Sergio;
    Department: Química Analítica i Química Orgànica
    URV's Author/s: Boutureira Martín, Omar / Castillón Miranda, Sergio / Díaz Giménez, María Yolanda / Matheu Malpartida, María Isabel
    Keywords: Stereoselective-synthesis Organic-synthesis Oligosaccharides Olefin metathesis Natural-products Isomerization Cross metathesis Carbene Aqueous-media Allyl sulfides Alkenes
    Abstract: 2,3-Dideoxy-D-ribopyranose units are important ring systems found in nature. Herein, we develop a metal-mediated strategy to form this important scaffold featuring a cross-metathesis reaction of the corresponding sugar-derived hydroxyalkene with electron-rich phenyl vinyl sulfide using commercially available ruthenium-catalysts under microwave irradiation as a key step. The final 2,3-dideoxyhexopyranose ring is generated in a single step upon 6-endo electrophilic cyclization.
    Thematic Areas: Zootecnia / recursos pesqueiros Saúde coletiva Química Odontología Medicina veterinaria Medicina iii Medicina ii Medicina i Materiais Interdisciplinar Geociências General chemistry General chemical engineering Farmacia Ensino Engenharias iv Engenharias iii Engenharias ii Engenharias i Economia Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Ciências ambientais Ciências agrárias i Ciência de alimentos Ciência da computação Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemical engineering (miscellaneous) Chemical engineering (all) Biotecnología Biodiversidade Astronomia / física
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Author's mail: omar.boutureira@urv.cat yolanda.diaz@urv.cat maribel.matheu@urv.cat sergio.castillon@urv.cat
    Author identifier: 0000-0002-0768-8309 0000-0001-5567-8108 0000-0001-5216-9260 0000-0002-0690-7549
    Record's date: 2024-07-20
    Papper version: info:eu-repo/semantics/acceptedVersion
    Link to the original source: https://pubs.rsc.org/en/content/articlelanding/2014/ra/c4ra01668h
    Licence document URL: http://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Rsc Advances. 4 (38): 19794-19799
    APA: Boutureira, Omar; Isabel Matheu, M.; Diaz, Yolanda; Castillon, Sergio; (2014). Ruthenium-catalyzed cross-metathesis with electron-rich phenyl vinyl sulfide enables access to 2,3-dideoxy-D-ribopyranose ring system donors. Rsc Advances, 4(38), 19794-19799. DOI: 10.1039/C4RA01668H
    Article's DOI: 10.1039/C4RA01668H
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2014
    Publication Type: Journal Publications
  • Keywords:

    Chemical Engineering (Miscellaneous),Chemistry (Miscellaneous),Chemistry, Multidisciplinary
    Stereoselective-synthesis
    Organic-synthesis
    Oligosaccharides
    Olefin metathesis
    Natural-products
    Isomerization
    Cross metathesis
    Carbene
    Aqueous-media
    Allyl sulfides
    Alkenes
    Zootecnia / recursos pesqueiros
    Saúde coletiva
    Química
    Odontología
    Medicina veterinaria
    Medicina iii
    Medicina ii
    Medicina i
    Materiais
    Interdisciplinar
    Geociências
    General chemistry
    General chemical engineering
    Farmacia
    Ensino
    Engenharias iv
    Engenharias iii
    Engenharias ii
    Engenharias i
    Economia
    Ciências biológicas iii
    Ciências biológicas ii
    Ciências biológicas i
    Ciências ambientais
    Ciências agrárias i
    Ciência de alimentos
    Ciência da computação
    Chemistry, multidisciplinary
    Chemistry (miscellaneous)
    Chemistry (all)
    Chemical engineering (miscellaneous)
    Chemical engineering (all)
    Biotecnología
    Biodiversidade
    Astronomia / física
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