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TEMPO-derivatives as catalysts in the oxidation of primary alcohol groups in carbohydrates

✍ Scribed by Petter L Bragd; Arie C Besemer; Herman van Bekkum

Publisher
Elsevier Science
Year
2001
Tongue
English
Weight
128 KB
Volume
170
Category
Article
ISSN
1381-1169

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Highly selective tempo mediated oxidatio
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## Abstract A method for the selective oxidation of the primary hydroxyl functions of polysaccharides is described. The oxidation is mediated by 2,2,6,6‐tetramethyl‐1‐piperidinyloxy (TEMPO) and hypobromite is used as the regenerating oxidant. At pH 10.5–11 a selectivity of 98% for cold water solubl

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With catalytic amounts of 2,2,6,6-tetramethyl-l-piperidinyloxy (TEMPO) and hypochlorite/bromide as the regenerating oxidant in water, primary alcohol groups in glucans and derivatives thereof were rapidly and completely oxidised. For pyranosides, selectivity was higher than 95% and no side products