Schmidt trichloroacetimidate method

J. Rademann and R. R. Schmidt, Solid-phase synthesis of a glycosylated hexapeptide of human sialophorin, using the trichloroacetimidate method, Carbohydr. Res. 269 217 (1995). 

Schmidt, R. and Kinzy, W. (1994) Anomeric-oxygen activation for glycoside synthesis the trichloroacetimidate method. Adv. Carbohydr. Chem. Biochem. 50,21. 

Scheme 8.2 Control of anomeric selectivity in glycosidations via Schmidt s trichloroacetimidate method.

Among all the synthetic methods developed for glycosidic bond formation, the trichloroacetimidate method developed by Richard Schmidt and coworkers [18] is probably the most popular and widely used for the synthesis of complex oligosaccharides. Glycosyl trichloroacetimidates can be readily prepared by a base-catalyzed addition of the anomeric hydroxy group to trichloroacetonitrile. The stereochemistry can be influenced by the addition of different bases the use of K2C03 favors formation... 

Urban, F J, Moore, B S, Breitenbach, R, Synthesis of tigogenyl 3-0-cellobioside heptaacetate and glycoside tetraacetate via Schmidt s trichloroacetimidate method some new observations. Tetrahedron Lett., 31, 4421-4424, 1990. 

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