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ChemInform Abstract: Stereocontrolled Synthesis of β-2′-Deoxypyrimidine Nucleosides via Intramolecular Glycosylations.

✍ Scribed by X. XIA; J. WANG; M. W. HAGER; N. SISTI; D. C. LIOTTA

Publisher
John Wiley and Sons
Year
2010
Weight
35 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

Stereocontrolled Synthesis of β-2'-Deoxypyrimidine Nucleosides via Intramolecular Glycosylations.

-In continuation of efforts to develop general methods for the exclusive formation of β-nucleosides, the base-promoted reaction of the pentafuranoside (II) with allyloxypyrimidines (II) is reported. After deallylation careful treatment of the 3'-β-pyrimidine tethered D-threo-furanosides (V) with Py•HF under optimized conditions results in highly stereoselective intramolecular glycosylation. -(XIA, X.;

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