Oligosaccharide chemistry

L. Hough and A. C. Richardson, Oligosaccharide chemistry, Comprehensive Organic Chemistry (1979) Pergamon Press, Oxford, Part 26.2, pp. 749-753. 

Solid-Phase Oligosaccharide Chemistry and Its Application to Library Synthesis... 

Before discussing the main features of the spectra in terms of stereochemical concepts, let us review some conformational principles in oligosaccharide chemistry, more specifically in disaccharides. It will then be possible to relate the salient points of the spectra directly to these conformational principles. 

Mono-hydroxyl protecting acetals, mainly methoxymethyl (MOM), benzyloxymethyl (BOM) and tetrahydropyranyl (THP) groups, have only been used sporadically in oligosaccharide chemistry, and their use will probably decrease due to the expected carcinogenicity of the used reagents (MOM-Cl and BOM-Cl) or the resulting diastereomeric mixtures (THP-acetals). 

Since the last review in this Series on the subject of oligosaccharides as such, a vast amount of literature on its various aspects has been published, and many new compounds have been isolated. The aim of the present article is to consider one aspect of oligosaccharide chemistry, the determination of structure, and to provide up-to-date Tables of the oligosaccharides which have been isolated and characterized. As a comprehensive account of all of the methods used for structural analysis is obviously impossible in the space available, the authors have concentrated on those methods, developed in the past ten years, which require only small amounts of oligosaccharide. 

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