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

  • Datos identificativos

    Identificador: imarina:9297387
    Autores:
    Boutureira, OmarIsabel Matheu, M.Diaz, YolandaCastillon, Sergio
    Resumen:
    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.
  • Otros:

    Autor según el artículo: Boutureira, Omar; Isabel Matheu, M.; Diaz, Yolanda; Castillon, Sergio;
    Departamento: Química Analítica i Química Orgànica
    Autor/es de la URV: Boutureira Martín, Omar / Castillón Miranda, Sergio / Díaz Giménez, María Yolanda / Matheu Malpartida, María Isabel
    Palabras clave: Stereoselective-synthesis Organic-synthesis Oligosaccharides Olefin metathesis Natural-products Isomerization Cross metathesis Carbene Aqueous-media Allyl sulfides Alkenes
    Resumen: 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.
    Áreas temáticas: 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
    Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
    Direcció de correo del autor: omar.boutureira@urv.cat yolanda.diaz@urv.cat maribel.matheu@urv.cat sergio.castillon@urv.cat
    Identificador del autor: 0000-0002-0768-8309 0000-0001-5567-8108 0000-0001-5216-9260 0000-0002-0690-7549
    Fecha de alta del registro: 2024-09-07
    Versión del articulo depositado: info:eu-repo/semantics/acceptedVersion
    Enlace a la fuente original: https://pubs.rsc.org/en/content/articlelanding/2014/ra/c4ra01668h
    URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referencia al articulo segun fuente origial: Rsc Advances. 4 (38): 19794-19799
    Referencia de l'ítem segons les normes 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
    DOI del artículo: 10.1039/C4RA01668H
    Entidad: Universitat Rovira i Virgili
    Año de publicación de la revista: 2014
    Tipo de publicación: Journal Publications
  • Palabras clave:

    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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