Synthesis of benzylidenated hexopyranosides in ionic liquids.
The synthesis of 4,6-O-benzylidenated monosaccharides and disaccharides has been studied using ionic liquids as a unique solvent alternative. An examination of several imidazolium ionic liquids indicates that the benzylidenation of hexopyranosides in 3-butyl-1-methylimidazolium tetrafluoroborate, [bmim]BF4, gives the highest yields for most of the substrates, and that this solvent system could be readily recycled.
Zhang
Jianguo
J
Department of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, GA 30332, USA.
Ragauskas
Arthur J
AJ
D001881:Borates / Q000737:chemistry*; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D007093:Imidazoles / Q000737:chemistry*; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009005:Monosaccharides / Q000138:chemical synthesis* / Q000737:chemistry
C419324:1-butyl-3-methylimidazolium tetrafluoroborate; D001881:Borates; D004187:Disaccharides; D007093:Imidazoles; D009005:Monosaccharides