Ferrier-type alkynylation reaction mediated by indium.
An efficient Ferrier-type alkynylation reaction between glycals and iodoalkynes using Barbier conditions is described. These conditions require In0, InI, or InII and lead to alpha-2,3-unsaturated-C-glycosides with good stereoselectivity. When glycosyliodoalkynes are used, trehalose-derived compounds and alpha-(1-->6)-C-disaccharides are obtained.
Lubin-Germain
Nadège
N
Laboratoire de Synthèse Organique Sélective et Chimie Organométallique, UMR 8123 CNRS-UCP-ESCOM, Université de Cergy-Pontoise, 5 mail Gay-Lussac, 95031 Cergy-Pontoise cedex, France. nadege.lubin-germain@u-cergy.fr
Hallonet
Agnès
A
Huguenot
Florent
F
Palmier
Sara
S
Uziel
Jacques
J
Augé
Jacques
J