Fragmentation of carbohydrate anomeric alkoxyl radicals: a new synthesis of 1,1-difluoro-1-iodo alditols

Fragmentation of carbohydrate anomeric alkoxyl radicals: a new synthesis of 1,1-difluoro-1-iodo alditols

3 pages, 1 table, 2 schemes.-- PMID: 14572277 [PubMed].-- Printed version published Oct 30, 2003.-- Supporting information available at: http://pubs.acs.org/doi/suppl/10.1021/ol035611l

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Main Authors: Francisco, Cosme G., González Martín, Concepción C., Rodríguez Paz, Nieves, Suárez, Ernesto
Format: artículo biblioteca
Language:English
Published: American Chemical Society 2003-10-04
Online Access:http://hdl.handle.net/10261/16764
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spelling dig-ipna-es-10261-167642019-11-14T14:18:13Z Fragmentation of carbohydrate anomeric alkoxyl radicals: a new synthesis of 1,1-difluoro-1-iodo alditols Francisco, Cosme G. González Martín, Concepción C. Rodríguez Paz, Nieves Suárez, Ernesto 3 pages, 1 table, 2 schemes.-- PMID: 14572277 [PubMed].-- Printed version published Oct 30, 2003.-- Supporting information available at: http://pubs.acs.org/doi/suppl/10.1021/ol035611l 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. 2009-09-09T07:24:08Z 2009-09-09T07:24:08Z 2003-10-04 artículo http://purl.org/coar/resource_type/c_6501 Organic Letters 5(22): 4171-4173 (2003) 1523-7060 http://hdl.handle.net/10261/16764 10.1021/ol035611l en http://dx.doi.org/10.1021/ol035611l none 2373 bytes 118999 bytes text/plain application/pdf American Chemical Society
institution IPNA ES
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country España
countrycode ES
component Bibliográfico
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databasecode dig-ipna-es
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region Europa del Sur
libraryname Biblioteca del IPNA España
language English
description 3 pages, 1 table, 2 schemes.-- PMID: 14572277 [PubMed].-- Printed version published Oct 30, 2003.-- Supporting information available at: http://pubs.acs.org/doi/suppl/10.1021/ol035611l
format artículo
author Francisco, Cosme G.
González Martín, Concepción C.
Rodríguez Paz, Nieves
Suárez, Ernesto
spellingShingle Francisco, Cosme G.
González Martín, Concepción C.
Rodríguez Paz, Nieves
Suárez, Ernesto
Fragmentation of carbohydrate anomeric alkoxyl radicals: a new synthesis of 1,1-difluoro-1-iodo alditols
author_facet Francisco, Cosme G.
González Martín, Concepción C.
Rodríguez Paz, Nieves
Suárez, Ernesto
author_sort Francisco, Cosme G.
title Fragmentation of carbohydrate anomeric alkoxyl radicals: a new synthesis of 1,1-difluoro-1-iodo alditols
title_short Fragmentation of carbohydrate anomeric alkoxyl radicals: a new synthesis of 1,1-difluoro-1-iodo alditols
title_full Fragmentation of carbohydrate anomeric alkoxyl radicals: a new synthesis of 1,1-difluoro-1-iodo alditols
title_fullStr Fragmentation of carbohydrate anomeric alkoxyl radicals: a new synthesis of 1,1-difluoro-1-iodo alditols
title_full_unstemmed Fragmentation of carbohydrate anomeric alkoxyl radicals: a new synthesis of 1,1-difluoro-1-iodo alditols
title_sort fragmentation of carbohydrate anomeric alkoxyl radicals: a new synthesis of 1,1-difluoro-1-iodo alditols
publisher American Chemical Society
publishDate 2003-10-04
url http://hdl.handle.net/10261/16764
work_keys_str_mv AT franciscocosmeg fragmentationofcarbohydrateanomericalkoxylradicalsanewsynthesisof11difluoro1iodoalditols
AT gonzalezmartinconcepcionc fragmentationofcarbohydrateanomericalkoxylradicalsanewsynthesisof11difluoro1iodoalditols
AT rodriguezpaznieves fragmentationofcarbohydrateanomericalkoxylradicalsanewsynthesisof11difluoro1iodoalditols
AT suarezernesto fragmentationofcarbohydrateanomericalkoxylradicalsanewsynthesisof11difluoro1iodoalditols
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