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Acid-catalyzed isomerization of methyl 2-deoxy-D-arabino-hexosides: equilibria, kinetics and mechanism |
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| Authors: | Nowacki Andrzej Smiataczowa Kazimiera Kasprzykowska Regina Dmochowska Barbara Wiśniewski Andrzej |
| Affiliation: | Department of Chemistry, Sugar Chemistry Group, University of Gda?sk, 18 Sobieskiego, PL-80-952, Gda?sk, Poland. |
| Abstract: | Four isomers of methyl 2-deoxy-D-arabino-hexosides were isolated by HPLC as chromatographically homogeneous compounds. The rates of pyranoside isomerization (alpha(p) and beta(p)) at 40 degrees C and of furanoside isomerization (alpha(f) and beta(f)) at 26 degrees C were determined. A mechanism has been suggested for transformations taking place during isomerization of methyl 2-deoxy-D-arabino-hexosides in methanolic solution catalyzed with hydrogen chloride. |
| Keywords: | Methyl 2-deoxy- smallcaps" >d-arabino-hexosides Kinetic studies Isomerization Anomerization |
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