American Chemical Society
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Ferrier-Type Alkynylation Reaction Mediated by Indium

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journal contribution
posted on 2007-08-30, 00:00 authored by Nadège 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.