Artículo

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

Santiago, Cintia CeciliaIcon ; Lafuente, María LeticiaIcon ; Bravo, Rodolfo Daniel; Díaz, GiselaIcon ; Ponzinibbio, AgustínIcon
Fecha de publicación: 08/2017
Editorial: Pergamon-Elsevier Science Ltd
Revista: Tetrahedron Letters
ISSN: 0040-4039
Idioma: Inglés
Tipo de recurso: Artículo publicado
Clasificación temática:

Resumen

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.
Palabras clave: Epoxidation , Ionic Liquids , Oxone , Phase Transfer Catalysis , Β-O-Glycosides
 
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info:eu-repo/semantics/openAccess Excepto donde se diga explícitamente, este item se publica bajo la siguiente descripción: Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Unported (CC BY-NC-SA 2.5)
Identificadores
URI: http://hdl.handle.net/11336/72306
URL: https://www.sciencedirect.com/science/article/pii/S0040403917310316
DOI: https://doi.org/10.1016/j.tetlet.2017.08.033
Colecciones
Articulos(CCT - LA PLATA)
Articulos de CTRO.CIENTIFICO TECNOL.CONICET - LA PLATA
Citación
Santiago, Cintia Cecilia; Lafuente, María Leticia; Bravo, Rodolfo Daniel; Díaz, Gisela; Ponzinibbio, Agustín; Ionic liquids as phase transfer catalysts: enhancing the biphasic extractive epoxidation reaction for the selective synthesis of β-O-glycosides; Pergamon-Elsevier Science Ltd; Tetrahedron Letters; 58; 38; 8-2017; 3739-3742
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