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Development of an efficient, regio- and stereoselective route to libraries based on the beta-D-glucose scaffold
R Hirschmann1, L Ducry, A B Smith
1Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA.
The Journal of Organic Chemistry
|December 2, 2000
Abstract:
The design and execution of an efficient synthetic route for the sequential functionalization of the five hydroxyl substituents of beta-D-glucose has been achieved. This strategy, based on the stereoselective glycosidation of thioglycosides, provides a new approach for the parallel construction of a wide variety of beta-D-glucose analogues and as such holds promise for solid-support library syntheses.