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

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 b...

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Detalles Bibliográficos
Autores principales: Santiago, Cintia C., Lafuente, Leticia, Bravo, Rodolfo Daniel, Díaz, Gisela, Ponzinibbio, Agustín
Formato: Articulo
Lenguaje:Inglés
Publicado: 2017
Materias:
Química
Ionic liquids
Phase transfer catalysis
β-O-glycosides
Oxone
Epoxidation
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/104844
Aporte de:
SEDICI (UNLP) de Universidad Nacional de La Plata
Descripción
Sumario: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.

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