1615225-49-4Relevant articles and documents
Stereoselective access to β-C-glycosamines by nitro-Michael addition of organolithium reagents
Delaunay, Thierry,Poisson, Thomas,Jubault, Philippe,Pannecoucke, Xavier
supporting information, p. 3341 - 3345 (2014/06/09)
The nitro-Michael addition of organolithium species to 2-nitroglycal derivatives was investigated. This methodology affords straightforward and stereoselective access to C-nitroglycosides, which are excellent precursors to C-N-acetylglycosamines. The corresponding products bearing an aromatic, heteroaromatic, alkynyl, alkenyl, or alkyl moiety were isolated in good yields with excellent selectivities. The β isomer was isolated as a single stereoisomer in most cases, and the structure was clearly elucidated by NMR spectroscopy experiments. Copyright