A Contribution to the Study of the Configuration of Anomeric Sugars.

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Abstract
The following methyl aldopentofuranosides have been oxidized by means of periodic acid: [alpha] - D-arabofuranoside, [alpha] - and [beta]- L-arabof uranosides, [alpha]-D-xylofuranoside, and [beta]-D-ribofuranoside. The oxidation of an [alpha]-D-pentofuranoside gave the same produce as obtained by Jackson and Hudson on oxidation of an [alpha]-D-hexopyranoside and corresponding results were arrived at when the [beta]-D- as well as the [alpha]-L- and the [beta]-L-forms of the two ring-types of glycosides were oxidized. The correlation between the configuration at carbon atom 1 in the anomeric forms of these types of glycosides is thus established. Reduction of the primarily obtained oxidation products led to enantiomeric diglycols because the asymmetry at carbon atom 4 in this way was eliminated. On discussing the configuration the importance of the use of X-ray methods for determination of the absolute configuration of the anomeric forms is underlined. It is further emphasized that a rational nomenclature for anomeric sugars and their derivatives ought to be worked out and eventually accepted by international agreement.

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