Journal of the Chemical Society Perkin Transactions 1 · 1995 · 80 citations · 15 references
Natural SciencesBiochemistryChemistryOrganic ChemistrySpectroscopyOrganic SynthesisAqueous Reaction MediaConfiguration Determination By Nuclear Magnetic Resonance SpectroscopyStereochemical Analysis By Nuclear Magnetic Resonance SpectroscopyStereochemistry Of Glycosides
Enzymatic hydrolysis of oleuropein carried out in a NMR tube, gave two diastereoisomeric aglycones, which have been identified and characterized by proton and carbon NMR experiments in the same aqueous reaction medium. The stereostructures, assigned to the aglycones by NOESY spectroscopy and molecular dynamics calculation are those of two diastereoisomers, 4a and 4b.
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