posted on 2007-08-30, 00:00authored byNadège Lubin-Germain, Agnès Hallonet, Florent Huguenot, Sara Palmier, Jacques Uziel, Jacques Augé
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 α-2,3-unsaturated-C-glycosides with good stereoselectivity. When glycosyliodoalkynes are used, trehalose-derived
compounds and α-(1→6)-C-disaccharides are obtained.