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Versatile synthesis of rare nucleotide furanoses
Authors:Peltier Pauline  Daniellou Richard  Nugier-Chauvin Caroline  Ferrières Vincent
Institution:Ecole Nationale Supérieure de Chimie de Rennes, Organic and Supramolecular Chemistry, CNRS, Avenue du Général Leclerc, F-35700 Rennes.
Abstract:Direct activation of unprotected thioimidoyl furanosides yielded in only one step and few minutes a panel of rare uridine 5'-diphospho-furanoses. Diastereoselectivity of the reaction was tightly connected with reaction time, temperature, and nature of the furanosyl donor. This approach was totally selective since no ring expansion from the initial five-membered ring to the more stable pyranose form was observed.
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