Application in oligosaccharide synthesis

TOOLS IN OLIGOSACCHARIDE SYNTHESIS CURRENT RESEARCH AND APPLICATION... 

The trichloroacetimidate method has also found wide applications in the synthesis of various complex oligosaccharides. In the course of the development of chemically defined glycoconjugate vaccines against shigellosis, a decasaccharide, corresponding to two consecutive repeating units of the O-specifk polysaccharide of Shigella... 

Special Applications of Glycosyl Phosphates in Oligosaccharide Synthesis... 

The last method is by intramolecular delivery (Scheme 43, d) 422-425 although elegant, this method has not yet found practical application in the synthesis of complex oligosaccharides. It remains to be seen if the method will work with the rather unreactive 4 -hydroxy group of chitobiose derivatives. This reactivity has been increased both by application of phthaloyl protection of the 2-amino groups and by application of the inverted conformation of l,6-anhydro-2-azido-2-deoxyglucopyranose. 8 ... 

R. Roy, F. O. Andersson and M. Leteilier, Active and latent thioglycosyl donors in oligosaccharide synthesis. Application to the synthesis of a-sialosides. Tetrahedron Lett. 33 6053 (1992). 

The development of the synthesis of peptides on solid supports has also had a strong impact on other areas of organic synthesis. From the very beginning, some research groups tried, with some success, to export the idea from peptide synthesis to, for instance, the monoalkylation and monoacylation of carboxylic acids,the synthesis of aldehydes and ketones, or to the use of resin-bound dienes or dienophiles to trap reactive intermediates.PI This pioneering work has been fundamental to the much more recent explosion of combinatorial chemistry on solid supports. Synthesis on solid supports has also found application in the synthesis of oligonucleotides, PI oligosaccharides,PI peptide-DNA hybrids,P°l and peptide nucleic acids (PNAs).P l... 

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