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.
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
Nadège
N
Lubin-Germain
Agnès
A
Hallonet
Florent
F
Huguenot
Sara
S
Palmier
Jacques
J
Uziel
Jacques
J
Augé