Versatile synthesis of rare nucleotide furanoses.

Org Lett

Ecole Nationale Supérieure de Chimie de Rennes, Organic and Supramolecular Chemistry, CNRS, Avenue du Général Leclerc, F-35700 Rennes.

Published: December 2007

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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Source
http://dx.doi.org/10.1021/ol702392xDOI Listing

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