A highly selective route to beta-C-glycosides via nonselective samarium iodide induced coupling reactions.
Stereoselective preparation of beta-C-glycosides has been developed from acetylated glycopyranosyl 2-pyridyl sulfones, involving a samarium-Barbier coupling procedureoxidation-isomerization sequence.
Palmier
Sara
S
Université Paris-Sud, Laboratoire de Synthèse de Biomolécules associé au CNRS, Institut de Chimie Moléculaire et des Matériaux, F-91405 Orsay, France.
Vauzeilles
Boris
B
Beau
Jean-Marie
JM
D002236:Carbohydrate Conformation; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry; D007454:Iodides / Q000737:chemistry*; D007536:Isomerism; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012493:Samarium / Q000737:chemistry*
D006027:Glycosides; D007454:Iodides; D012493:Samarium; C409809:samarium diiodide