Determination of Absolute Stereochemistry of Natural Alicyclic Glycosides by ¹H NMR Spectroscopy without Application of Chiral Reagents – An Indication

A study has been made of the 1 H NMR spectra of peracetylated β-glucopyranosides and α-arabinopyranosides obtained by reaction of D- and L-glucoses, and L- and D-arabinoses with either ( R)- or ( S)-2-octanols. The obtained and literature data show that 1 H NMR spectra may be used to determine the absolute configuration of the aglycone moieties of some alicyclic glycosides without the need to synthesize derivatives with chiral reagents, as long...