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Application of 17O Chemical Shift Substitution Parameters to D-Hexopyranoses. Correlation between the 17O and 13C Chemical Shifts at the Anomeric Centre

✍ Scribed by J. Schulte; J. Lauterwein

Publisher: John Wiley and Sons
Year: 1996
Tongue: English
Weight: 473 KB
Volume: 34
Category: Article
ISSN: 0749-1581
DOI: 10.1002/(sici)1097-458x(199607)34:7<527::aid-omr915>3.0.co;2-k

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✦ Synopsis

1 7 0 chemical shift substitution parameters obtained previously from the investigation of the conformationally rigid 1,6-anhydro-/?-~-hexopyranoses were applied to five a,/?-D-hexopyranoses: allose, glucose, mannose, gulose and galactose. The "0 chemical shifts predicted for the endocyclic ether oxygens, and also for the anomeric hydroxyl oxygens, were in good agreement with the experimental data. For the anomeric carbons and hydroxyl oxygens the 13C and ''0 chemical shift differences between a-and /?-D-hexopyranoses showed a linear relationship.