Base catalysed isomerisation of aldoses of the arabino and lyxo series in the presence of aluminate
| Autor: | Dag Ekeberg, Svein Morgenlie, Yngve Stenstrøm |
|---|---|
| Rok vydání: | 2002 |
| Předmět: |
Arabinose
Xylose Molecular Structure Rhamnose Lyxose Stereochemistry Organic Chemistry Monosaccharides Diastereomer Mannose Fructose General Medicine Hydrogen-Ion Concentration Biochemistry Catalysis Analytical Chemistry Solutions chemistry.chemical_compound Glucose chemistry Isomerism Aluminum Oxide Carbohydrate Conformation Reactivity (chemistry) Tagatose |
| Zdroj: | Carbohydrate research. 337(9) |
| ISSN: | 0008-6215 |
| Popis: | Base-catalysed isomerisation of aldoses of the arabino and lyxo series in aluminate solution has been investigated. l -Arabinose and d -galactose give l - erythro -2-pentulose ( l -ribulose) and d - lyxo -2-hexulose ( d -tagatose), respectively, in good yields, whereas lower reactivity is observed for 6-deoxy- d -galactose ( d -fucose). From d -lyxose, d -mannose and 6-deoxy- l -mannose ( l -rhamnose) are obtained mixtures of ketoses and C-2 epimeric aldoses. Small amounts of the 3-epimers of the ketoses were also formed. 6-Deoxy- l - arabino -2-hexulose (6-deoxy- l -fructose) and 6-deoxy- l -glucose ( l -quinovose) were formed in low yields from 6-deoxy- l -mannose and isolated as their O -isopropylidene derivatives. Explanations of the differences in reactivity and course of the reaction have been suggested on the basis of steric effects. |
| Databáze: | OpenAIRE |
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