Convenient synthesis of branched-chain glycosamines by radical addition of nitromethane to glycals.
Radical addition-reduction-acetylation is the simple three-step sequence for the synthesis of branched-chain glycosamines 3 from glycals 1 and nitromethane (2). The intermediary formed 2-C-nitromethyl-pyranosides are valuable precursors for the synthesis of C-2 branched disaccharides.
Elamparuthi
Elangovan
E
Department of Chemistry, University of Potsdam, Karl-Liebknecht-Strasse 24-25, D-14476 Potsdam, Germany.
Linker
Torsten
T
D006027:Glycosides / Q000737:chemistry*; D006595:Hexosamines / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D009595:Nitroparaffins / Q000737:chemistry*
D006027:Glycosides; D006595:Hexosamines; D009595:Nitroparaffins; D008697:Methane; C008640:nitromethane