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Selective iodination of vicinal cis-diols on ketopyranose templates
Authors:Ana Catarina Simao  Arnaud Tatibouët  Amelia P Rauter
Institution:a ICOA—UMR 6005, Université d’Orléans, CNRS, BP6759, F-45067 Orléans Cedex 2, France
b Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade de Lisboa, Campo Grande, 1749-016 Lisboa, Portugal
Abstract:A regio- and stereoselective iodination has been performed on vicinal diols located on ketopyranose templates using the controlled- Garegg conditions. 3-O-Benzyl-1,2-O-isopropylidene-β-d-fructo- or psicopyranoses (1 or 4) were selectively iodinated, respectively, at C-5 or C-4 of the ketoses to afford the l-sorbo or d-sorbo iodohydrins.
Keywords:Carbohydrates  Iodine
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