Seroka, P.; Plosinski, M.; Czub, J.; Sowinski, P.; Pawlak, J.
Monosaccharides as internal probes for the determination of the absolute configuration of 2-butanol
MAGNETIC RESONANCE IN CHEMISTRY, 44:132-138, FEB 2006

D-Glucose, D-mannose and L-rhamnose were reacted with a racemic mixture of 2-butanol, and the resulting alpha-glycosides were analyzed by H-1 NMR with COSY and NOESY experiments. Conformational analysis of a-glycosidic bonds performed with molecular modeling and appropriate heteronuclear long-range coupling measurements and combined with analysis of dipolar couplings observed in NOESY spectra allowed the assignment of absolute configuration in the aglycones of elucidated alpha-glycosides. Copyright (c) 2005 John Wiley & Sons, Ltd.

DOI:10.1002/mrc.1735

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