Stereoselective synthesis of 1,2-trans-1-thioglycoses using aluminium chloride: Evidence for 1,2-cis-1-chloroglycopyranosylperacetates as the actual reaction intermediates |
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| Institution: | 1. Institute of Physiological Chemistry, Faculty of Veterinary Medicine, Ludwig-Maximilians-University Munich, Veterinärstr. 13, 80539 München, Germany;2. Department of Chemistry, University of Debrecen, PO Box 20, 4010 Debrecen, Hungary;3. Richter Gedeon Rt., Gyömröi út 19-21, 1103 Budapest, Hungary;4. NMR and Structural Analysis Unit, Department of Organic and Macromolecular Chemistry, Ghent University, Krijgslaan 281, 9000 Ghent, Belgium;1. Department of Molecular Genetics, University of Lodz, Lodz 90-236, Poland;2. Department of Pharmaceutical Sciences, Nesbitt School of Pharmacy, Wilkes University, 84 W. South Street, Wilkes-Barre, USA;1. Institute of Chemistry, University of Białystok, Ciołkowskiego 1K, 15-245 Białystok, Poland;2. Faculty of Chemistry, Rzeszów University of Technology, P. O. Box 85, 35-959 Rzeszów, Poland |
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| Abstract: | Synthesis of 1,2-trans-1-thioglycosylacetates has been achieved in excellent yields from corresponding 1,2-trans-glycosylacetates using aluminium chloride via 1,2-cis-1-chloroglycopyranosylacetates with retention of configuration. |
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