ChemInform Abstract: Synthesis and NMR Characterization of Methyl Mono- and Di-O-α-L-rhamnopyranosyl-α-D-glucopyranosiduronic Acids.
✍ Scribed by Chiara Laura Battistelli; Cristina De Castro; Alfonso Iadonisi; Rosa Lanzetta; Lorenzo Mangoni; Michelangelo Parrilli
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 39 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
Synthesis and NMR Characterization of Methyl Mono-and Di-O-α-L-rhamnopyranosyl-α-D-glucopyranosiduronic Acids. -The general strategy for the syntheses of the title acids like (VIII) and (XIII), based on the glycosylation/regioselective oxidation sequence, reduces the required steps in the preparation of the glycosyl acceptors and in the deprotection of the target oligosaccharides. Moreover, this approach prevents the occurrence of degrading β-elimination reactions and permits the use of a peracylated glycosyl donor which guarantees excellent stereochemical control in the coupling step.
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Synthesis of Methyl D-and L-Glycero-α-D-manno-heptofuranosides. -The preparation of the title compounds (X) and (V), resp., via two carbon atom elongation of a lyxofuranoside system [→ (V)] or one carbon atom homologation of suitably blocked α-D-mannofuranoside [→ (X)].