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ChemInform Abstract: Synthesis of 2′,5′-Dideoxy-5′-Substituted Pyrimidine Nucleosides via Intramolecular Glycosylation.

✍ Scribed by Hideyuki Sugimura; Yoshiko Katoh


Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


Synthesis of 2',5'-Dideoxy-5'-Substituted Pyrimidine Nucleosides via Intramolecular Glycosylation.

-5'-Azido and 5'-arylthio-5-deoxypyrimidine nucleosides are synthesized employing intramolecular glycosylation, in which a reaction intermediate is treated in situ with an azide salt or thiol. In some cases the eliminated phenylthiolate acts as the nucleophile affording derivative (Va).


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