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Título : Fragmentation of carbohydrate anomeric alkoxyl radicals: a new synthesis of 1,1-difluoro-1-iodo alditols
Autor : Francisco, Cosme G., González Martín, Concepción C., Rodríguez Paz, Nieves, Suárez, Ernesto
Fecha de publicación : 4-Oct-2003
Editor: American Chemical Society
Resumen: The β-fragmentation of 2,2-difluoro-saccharide anomeric alkoxyl radicals, generated under oxidative condition by treatment of the respective alcohols with (diacetoxyiodo)benzene (DIB) and iodine, afforded 1,1-difluoro-1-iodo alditols in high yield. The reactivity of the fluorinated radical generated by rupture of the C−I bond has been preliminarily assessed by reductive deiodination with tributyltin hydride/AIBN and intermolecular allylation using the Keck reaction.
Descripción : 3 pages, 1 table, 2 schemes.-- PMID: 14572277 [PubMed].-- Printed version published Oct 30, 2003.-- Supporting information available at:
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ISSN: 1523-7060
DOI: 10.1021/ol035611l
Citación : Organic Letters 5(22): 4171-4173 (2003)
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