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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 8
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Original Articles

Synthesis of Reversed C-Nucleosides

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Pages 1243-1247 | Received 22 Apr 2009, Published online: 12 Mar 2010
 

Abstract

A number of C-nucleoside analogs of the D-furanose series were synthesized by using push–pull activated monosaccharide α-dimethylaminomethyleneulose (1) as a precursor. Enaminoketone 1 was reacted with o-phenylenediamine, cyanamide, and dialkyl-3-oxoglutarates to obtain benzodiazepine nucleoside analog 2, reversed C-nucleoside analog with pyrimidine ring 3, and isophthalic acid derivative 4, respectively.

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