Versatile synthesis of rare nucleotide furanoses |
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Authors: | Peltier Pauline Daniellou Richard Nugier-Chauvin Caroline Ferrières Vincent |
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Institution: | Ecole Nationale Supérieure de Chimie de Rennes, Organic and Supramolecular Chemistry, CNRS, Avenue du Général Leclerc, F-35700 Rennes. |
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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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