Sequential One-Pot Glycosylations Using 1-Hydroxyl and 1-Thiodonors

Autor: Codee, J. D. C., Bos, L. J. van den, Litjens, R. E. J. N., Overkleeft, H. S., Boom, J. H. van, Marel, G. A. van der
Zdroj: Organic Letters; May 2003, Vol. 5 Issue: 11 p1947-1950, 4p
Abstrakt: A novel sequential glycosylation procedure is described that combines the use of 1-hydroxyl and thiodonors. The Ph2SO/Tf2O-mediated dehydrative condensation of 1-hydroxyl donors with thioglycosides affords in good yield the thiodisaccharides, which in turn can be activated by the same activator system to furnish trisaccharides. The α-Gal epitope and a hyaluronan trisaccharide were efficiently assembled in a one-pot procedure.
Databáze: Supplemental Index