Branched-chain Sugars. XIX. On the Application of 13C NMR Spectroscopy to the Configurational Assignment of 3-C-Substituents of Aldohexopyranose Derivatives

It was found that 13C NMR spectroscopy is applicable to the unequivocal configurational assignment at the quarternary carbon in seven pairs of 3-C-substituted-hexopyranose derivatives. The configuration of methyl 4,6-O-benzylidene-3-C-nitromethyl-2-O-p-tolylsulfonyl-α-D-glucopyranoside reported by Jordaan et al. is revised to D-allo by a chemical method.