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Synthesis 2006(6): 979-982  
DOI: 10.1055/s-2006-926353
PAPER
© Georg Thieme Verlag Stuttgart · New York

Indium-Mediated Alkynylation in C-Glycoside Synthesis

Julien Picard, Nadège Lubin-Germain*, Jacques Uziel, Jacques Augé*
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
Fax: +33(134)257071; e-Mail: nadege.lubin-germain@chim.u-cergy.fr; e-Mail: jacques.auge@chim.u-cergy.fr;
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Publication History

Received 28 August 2005
Publication Date:
27 February 2006 (online)

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Abstract

The indium-mediated alkynylation of perbenzylated or peracetylated formylglucose is a pathway for the synthesis of various C-glycosides. Hydroxylated, ketonic, mono- or difluorinated, and methylated C-glycosides were thus obtained.

Key words

indium - alkynylation - C-glycoside - fluorination