Aspects of the chemistry of glycosides
Observations dea1in with the synthesis and properties of glycosides are reported. A description is given of the use of 1—O—sul— fonyl derivatives, prepared from aldoses with sulfonic anhydrides, as intermediates for the synthesis of glycosides and glycosyl halides; the synthesis of disaccharides containing D—mannopyranosyl residues receives particular attention. Glycosyl esters are formed by reactions of carboxylic acids with 1,2—alkyl orthoacetates. Measurements of 13C—-H coupling are discussed in relation to studies on the orientation of glycosidic bonds in di— and oligosaccharides, and to anomalous spectral characteristics exhibited by glycosides of 5—thio—D—galactopyranose.