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C-Nucleosides. 8. Synthesis of 5-hydroxy-2-(β-D-ribofuranosyl)pyridine

✍ Scribed by Isamu Maeba; Makoto Suzuki; Naoko Takahashi; Takashi Iijima; Hiroshi Furukawa

Book ID
112128876
Publisher
Journal of Heterocyclic Chemistry
Year
1988
Tongue
English
Weight
332 KB
Volume
25
Category
Article
ISSN
0022-152X

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📜 SIMILAR VOLUMES

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In recent years a new class of naturally-occurring nucleosides containing the unusual C-ribosyl linkage ("C-nucleosides") has been discovered 2,3 . Several synthetic routes directed to C-nucleosides have been reported 3-a . Recently, Hanessian and Pernet 9 reported the successful

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✍ Jasenka Matulic-Adamic; Leonid Beigelman 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 224 KB

Pyridin-2-one C-nucleoside 13 was prepared in 7 steps from 2-fluoropyridine 1 and D-ribono-l,4-1actone 2. The successful approach to ~i-ribofuranosides 12 and 13 consisted of the reductive opening of the furanose ring of hemiacetal 3 followed by intramolecular Mitsunobu cyclization.