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Henry condensations with 4,6-O-benzylidenylated and non-protected d-glucose and l-fucose via DBU-catalysis
Authors:Pasit PhiasivongsaVyacheslav V Samoshin  Paul H Gross
Institution:Department of Chemistry, University of the Pacific, 3601 Pacific Avenue, Stockton, CA 95211, USA
Abstract:Mechanistic intermediates, and thermodynamically favored side products, in the Henry condensations of partially protected and non-protected pyranoses with a free anomeric hemiacetal function with nitromethane in various solvents for the kinetically controlled syntheses of C-glycopyranosides in the presence of DBU/molecular sieve catalyst system were identified.
Keywords:nitromethane  C-glycoside  DBU
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