Determination of the side-products formed during the nitroxide-mediated bleach oxidation of glucose to glucaric acid

Ibert, M; Marsais, F; Merbouh, N; Bruckner, C

HERO ID

4942349

Reference Type

Journal Article

Year

2002

HERO ID 4942349
In Press No
Year 2002
Title Determination of the side-products formed during the nitroxide-mediated bleach oxidation of glucose to glucaric acid
Authors Ibert, M; Marsais, F; Merbouh, N; Bruckner, C
Journal Carbohydrate Research
Volume 337
Issue 11
Page Numbers 1059-1063
Abstract The side products formed in the TEMPO-mediated oxidation of glucose to glucaric acid were determined by GC. Next to glucaric acid, gluconic acid, the intermediate in the oxidation, the degradation products, oxalic acid, tartronic acid, meso(erythraric) and DL-threaric (tartaric) acid were detected. Chiral GC determined the DL-tartaric acid to be non-racemic mixtures of L- and D-tartaric acids, with inverse D/L-ratios depending on the oxidation of D- or L-glucose. The origin of all degradation products is rationalized. This study details a fast screening method to optimize the reaction conditions toward minimal degradation. (C) 2002 Published by Elsevier Science Ltd.
Doi 10.1016/S0008-6215(02)00072-1
Wosid WOS:000176395400014
Is Certified Translation No
Dupe Override No
Is Public Yes
Keyword glucaric acid; TEMPO-mediated oxidations; GC analysis of hydroxyacids