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Diastereo- and enantioselective synthesis of N,O-nucleosides

✍ Scribed by Ugo Chiacchio; Antonino Corsaro; Daniela Iannazzo; Anna Piperno; Venerando Pistarà; Antonio Rescifina; Roberto Romeo; Giovanni Sindona; Giovanni Romeo

Book ID: 104359984
Publisher: Elsevier Science
Year: 2003
Tongue: English
Weight: 148 KB
Volume: 14
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(03)00499-3

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✦ Synopsis

The diastereo-and enantioselective synthesis of aand b-3%-hydroxymethyl-N,O-nucleosides is described, based on the 1,3-dipolar cycloaddition of a N-glycosyl nitrone. Two approaches have been evaluated: the one-step procedure, which uses vinyl nucleobases, showed a better stereoselectivity towards b-nucleosides.

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