Ionic liquids as phase transfer catalysts: enhancing the biphasic extractive epoxidation reaction for the selective synthesis of β-O-glycosides

Autores
Santiago, Cintia C.; Lafuente, Leticia; Bravo, Rodolfo Daniel; Díaz, Gisela; Ponzinibbio, Agustín
Año de publicación
2017
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Ionic liquids promoted the direct epoxidation of glycals acting as PTC. 1,2-anhydrosugars were prepared by the oxidation of glycals under biphasic conditions with dimethydioxirane generated in situ from oxone/acetone and amphiphilic IL’s as catalysts. β-O-glycosides were synthesized in good yields by the nucleophilic ring opening of epoxy carbohydrate derivatives. Also, 3,4,6-benzyl protected carbohydrates and β-N-glycosides could be prepare by this method.
Laboratorio de Estudio de Compuestos Orgánicos
Materia
Química
Ionic liquids
Phase transfer catalysis
β-O-glycosides
Oxone
Epoxidation
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by-nc-sa/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/104844
Acceder
id SEDICI_59f75f842d270585b8ad299a0ddd89d4
oai_identifier_str oai:sedici.unlp.edu.ar:10915/104844
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling Ionic liquids as phase transfer catalysts: enhancing the biphasic extractive epoxidation reaction for the selective synthesis of β-O-glycosidesSantiago, Cintia C.Lafuente, LeticiaBravo, Rodolfo DanielDíaz, GiselaPonzinibbio, AgustínQuímicaIonic liquidsPhase transfer catalysisβ-O-glycosidesOxoneEpoxidationIonic liquids promoted the direct epoxidation of glycals acting as PTC. 1,2-anhydrosugars were prepared by the oxidation of glycals under biphasic conditions with dimethydioxirane generated in situ from oxone/acetone and amphiphilic IL’s as catalysts. β-O-glycosides were synthesized in good yields by the nucleophilic ring opening of epoxy carbohydrate derivatives. Also, 3,4,6-benzyl protected carbohydrates and β-N-glycosides could be prepare by this method.Laboratorio de Estudio de Compuestos Orgánicos2017-09info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf3739-3742http://sedici.unlp.edu.ar/handle/10915/104844enginfo:eu-repo/semantics/altIdentifier/issn/0040-4039info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tetlet.2017.08.033info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-sa/4.0/Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-10-22T17:03:49Zoai:sedici.unlp.edu.ar:10915/104844Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-10-22 17:03:49.986SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv Ionic liquids as phase transfer catalysts: enhancing the biphasic extractive epoxidation reaction for the selective synthesis of β-O-glycosides
title Ionic liquids as phase transfer catalysts: enhancing the biphasic extractive epoxidation reaction for the selective synthesis of β-O-glycosides
spellingShingle Ionic liquids as phase transfer catalysts: enhancing the biphasic extractive epoxidation reaction for the selective synthesis of β-O-glycosides
Santiago, Cintia C.
Química
Ionic liquids
Phase transfer catalysis
β-O-glycosides
Oxone
Epoxidation
title_short Ionic liquids as phase transfer catalysts: enhancing the biphasic extractive epoxidation reaction for the selective synthesis of β-O-glycosides
title_full Ionic liquids as phase transfer catalysts: enhancing the biphasic extractive epoxidation reaction for the selective synthesis of β-O-glycosides
title_fullStr Ionic liquids as phase transfer catalysts: enhancing the biphasic extractive epoxidation reaction for the selective synthesis of β-O-glycosides
title_full_unstemmed Ionic liquids as phase transfer catalysts: enhancing the biphasic extractive epoxidation reaction for the selective synthesis of β-O-glycosides
title_sort Ionic liquids as phase transfer catalysts: enhancing the biphasic extractive epoxidation reaction for the selective synthesis of β-O-glycosides
dc.creator.none.fl_str_mv Santiago, Cintia C.
Lafuente, Leticia
Bravo, Rodolfo Daniel
Díaz, Gisela
Ponzinibbio, Agustín
author Santiago, Cintia C.
author_facet Santiago, Cintia C.
Lafuente, Leticia
Bravo, Rodolfo Daniel
Díaz, Gisela
Ponzinibbio, Agustín
author_role author
author2 Lafuente, Leticia
Bravo, Rodolfo Daniel
Díaz, Gisela
Ponzinibbio, Agustín
author2_role author
author
author
author
dc.subject.none.fl_str_mv Química
Ionic liquids
Phase transfer catalysis
β-O-glycosides
Oxone
Epoxidation
topic Química
Ionic liquids
Phase transfer catalysis
β-O-glycosides
Oxone
Epoxidation
dc.description.none.fl_txt_mv Ionic liquids promoted the direct epoxidation of glycals acting as PTC. 1,2-anhydrosugars were prepared by the oxidation of glycals under biphasic conditions with dimethydioxirane generated in situ from oxone/acetone and amphiphilic IL’s as catalysts. β-O-glycosides were synthesized in good yields by the nucleophilic ring opening of epoxy carbohydrate derivatives. Also, 3,4,6-benzyl protected carbohydrates and β-N-glycosides could be prepare by this method.
Laboratorio de Estudio de Compuestos Orgánicos
description Ionic liquids promoted the direct epoxidation of glycals acting as PTC. 1,2-anhydrosugars were prepared by the oxidation of glycals under biphasic conditions with dimethydioxirane generated in situ from oxone/acetone and amphiphilic IL’s as catalysts. β-O-glycosides were synthesized in good yields by the nucleophilic ring opening of epoxy carbohydrate derivatives. Also, 3,4,6-benzyl protected carbohydrates and β-N-glycosides could be prepare by this method.
publishDate 2017
dc.date.none.fl_str_mv 2017-09
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://sedici.unlp.edu.ar/handle/10915/104844
url http://sedici.unlp.edu.ar/handle/10915/104844
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/0040-4039
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tetlet.2017.08.033
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
dc.format.none.fl_str_mv application/pdf
3739-3742
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
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score 12.982451

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