A1 Refereed original research article in a scientific journal
Sulfuric acid-catalyzed acetolysis of anomeric ethyl 2,3,4,6-tetra-O-acetyl-D-glucopyranosides: Kinetics and mechanism
Authors: Kaczmarek J, Preyss M, Lonnberg H, Szafranek J
Publisher: ELSEVIER SCIENCE BV
Publication year: 1995
Journal:: Carbohydrate Research
Journal name in source: CARBOHYDRATE RESEARCH
Journal acronym: CARBOHYD RES
Volume: 279
First page : 107
Last page: 116
Number of pages: 10
ISSN: 0008-6215
DOI: https://doi.org/10.1016/0008-6215(95)00271-5
Abstract
Kinetics of the acetolysis and concomitant anomerization of ethyl 2,3,4,6-tetra-O-acetyl-alpha- and -beta-D-glucopyranosides in a mixture of acetic anhydride, acetic acid, and sulfuric acid have been studied. The progress of the reactions was followed by gas chromatography, and the rate constants of the partial reactions were calculated on the basis of the time-dependent product distributions obtained. The mechanisms of the reactions are discussed.
Kinetics of the acetolysis and concomitant anomerization of ethyl 2,3,4,6-tetra-O-acetyl-alpha- and -beta-D-glucopyranosides in a mixture of acetic anhydride, acetic acid, and sulfuric acid have been studied. The progress of the reactions was followed by gas chromatography, and the rate constants of the partial reactions were calculated on the basis of the time-dependent product distributions obtained. The mechanisms of the reactions are discussed.