Indium-mediated alkynylation of sugars: synthesis of C-glycosyl compounds bearing a protected amino alcohol moiety.
The coupling of glycals with an alkynyl iodide bearing a protected amino alcohol moiety was achieved in the presence of metallic indium under Barbier conditions. It gave functionalized C-glycosyl compounds, precursors of C-glycosyl amino acids with α configuration.
Ayed
Charfedinne
C
University of Cergy-Pontoise, Laboratoire de Synthèse Organique Sélective et Chimie bioOrganique, F-95000 Cergy-Pontoise, France.
Palmier
Sara
S
Lubin-Germain
Nadège
N
Uziel
Jacques
J
Augé
Jacques
J
D000605:Amino Alcohols / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry*; D007204:Indium / Q000737:chemistry*
D000605:Amino Alcohols; D002241:Carbohydrates; D006027:Glycosides; D007204:Indium; D002244:Carbon