Selective protonic activation of isomeric glycosylfructoseswith pyridinium poly(hydrogen fluoride) and synthesis of spirodioxanyl oligosaccharides
作者:Jacques Defaye、José Manuel Garcia Fernández
DOI:10.1016/s0008-6215(92)84246-o
日期:1992.12
Selectiveactivation of the ketose unit in the isomericglycosylfructoses, palatinose, leucrose, maltulose, turanose and lactulose, with pyridinium poly(hydrogenfluoride) resulted in the almost quantitative formation of glycosylated difructose dianhydrides. The reaction preferentially involves a reactive fructofuranosyl oxocarbenium ion and is subject to stereoelectronic control. The relative amounts
Synthesis of dispirodioxanyl pseudo-oligosaccharides by selective protonic activation of isomeric glycosylfructoses in anhydrous hydrogen fluoride
作者:Jacques Defaye、José Manuel García Fernández
DOI:10.1016/0008-6215(94)84273-6
日期:1994.1
-beta-D-fructofuranose 1,2':2,1'-dianhydride were respectively obtained, on a preparative scale, by dissolution of the isomericglycosylfructoses palatinose, leucrose, maltulose, lactulose, and turanose in anhydroushydrogenfluoride. The reaction, involving selectiveprotonation at the free anomeric position of the fructose unit, was extended to the preparation of the pseudotrisaccharides 6-O-alp