Identification of C-glycopyranosides and C-glycofuranosides by 13C NMR and 1H NMR. Complete assignment of their spectral data using carbon-proton chemical shift correlation spectroscopy

C‐Glycopyranosides and C‐glycofuranosides were identified using 13C and 1H chemical shift and coupling constant data. Full assignments for all α‐ and β‐anomers were made possible by recourse to carbon–proton chemical shift correlation spectroscopy. Greater steric shielding effects were observed on t...

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Veröffentlicht in:Magnetic resonance in chemistry 1988-12, Vol.26 (12), p.1062-1067
Hauptverfasser: Wright, Brian, Hughes, Leslie R., Qureshi, Sheila S., Davidson, Alan H.
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Sprache:eng
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Zusammenfassung:C‐Glycopyranosides and C‐glycofuranosides were identified using 13C and 1H chemical shift and coupling constant data. Full assignments for all α‐ and β‐anomers were made possible by recourse to carbon–proton chemical shift correlation spectroscopy. Greater steric shielding effects were observed on the carbon atoms in cis‐1,2‐substituted compounds compared with their trans counterparts. Consistent proton chemical shift differences were also noted in that the anomeric protons resonate at lower field in all cis‐1,2‐isomers.
ISSN:0749-1581
1097-458X
DOI:10.1002/mrc.1260261206