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A new method for the stereoselective synthesis of alpha- and beta-glycosylamines using the Burgess reagent
Authors:Nicolaou K C  Snyder Scott A  Nalbandian Annie Z  Longbottom Deborah A
Affiliation:Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA. kcn@scripps.edu
Abstract:Although glycosylamines constitute an important group of carbohydrates from the standpoint of biology and medicine, methods for their synthesis typically lack substrate generality and/or result in variable stereoselectivity, especially in complex contexts. In this communication, we report an operationally simple method for the synthesis of both alpha- and beta-glycosylamines using the Burgess reagent that overcomes many of these limitations in a bare minimum of synthetic steps.
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