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| Título: | Ferric chloride: A mild and versatile reagent for the formation of 1,6-anhydro glucopyranoses |
Autor: | Miranda, Pedro O. CSIC ORCID ; Brouard, Ignacio CSIC ORCID ; Padrón, Juan I. CSIC ORCID ; Bermejo, Jaime CSIC | Palabras clave: | Ferric chloride 1,6-anhydro glucopyranoses Lewis acid |
Fecha de publicación: | 12-may-2003 | Editor: | Elsevier BV | Citación: | Tetrahedron Letters 44(20): 3931-3934 (2003) | Resumen: | A novel method for the preparation of 1,6-anhydro glucopyranoses (mono- and disaccharides) utilizing anhydrous FeCl3 as Lewis acid is described. Treatment of methyl 6-O-benzyl and 6-O-p-methoxybenzyl-α/β D-glucopyranosides derivatives with FeCl3 in CH2Cl2 at room temperature and 40°C afforded 1,6-anhydro glucopyranosides in moderate to good yields, through a debenzylation and intramolecular glycosidation in one step. A plausible reaction pathway is proposed. | Versión del editor: | https://doi.org/10.1016/S0040-4039(03)00821-9 | URI: | http://hdl.handle.net/10261/211804 | DOI: | 10.1016/S0040-4039(03)00821-9 | Identificadores: | doi: 10.1016/S0040-4039(03)00821-9 issn: 0040-4039 |
| Aparece en las colecciones: | (IPNA) Artículos |
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| accesoRestringido.pdf | 15,38 kB | Adobe PDF |  Visualizar/Abrir |
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