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Título: | Fragmentation of carbohydrate anomeric alkoxy radicals: a new synthesis of chiral 1-halo-1-bromo compounds |
Autor: | González Martín, Concepción C. CSIC ORCID ; León, Elisa I. CSIC ORCID ; Riesco-Fagundo, Concepción CSIC; Suárez, Ernesto CSIC ORCID | Fecha de publicación: | 19-jul-2003 | Editor: | Elsevier | Citación: | Tetrahedron Letters 44(33): 6347-6350 (2003) | Resumen: | The reaction of 1,2-halohydrins derived from easily available carbohydrates with (diacetoxyiodo)benzene (DIB) in the presence of bromine is a mild procedure for the synthesis of 1-deoxy-1-halo-1-bromo-alditols with one carbon less than the original carbohydrate. The reaction goes through β-fragmentation of the intermediate anomeric alkoxyl radicals. These 1-halo-1-bromo polyhydroxy compounds may be valuable synthetic intermediates in organic synthesis. | Descripción: | 4 pages, 2 tables.-- Printed version published Aug 11, 2003. | Versión del editor: | http://dx.doi.org/10.1016/S0040-4039(03)01399-6 | URI: | http://hdl.handle.net/10261/16766 | DOI: | 10.1016/S0040-4039(03)01399-6 | ISSN: | 0040-4039 |
Aparece en las colecciones: | (IPNA) Artículos |
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