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Nucleosides and nucleotides. 102. Stereoselective radical deoxygenation of tert-propargyl alcohols in sugar moiety of pyrimidine nucleosides: synthesis of 2′-C-alkynyl-2′-deoxy-1-β-d-arabinofuranosylpyrimidines

✍ Scribed by Yuichi Yoshimura; Tomoharu Iino; Akira Matsuda

Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
269 KB
Volume
32
Category
Article
ISSN
0040-4039

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✦ Synopsis

Synthesis of the title compounds can be achwed by nucleophlhc ad&tton of lithmm salts of TMSacetylene and I-hexyne to 2'-ketoundme followed by ra&cal deoxygenatlon of the correspondmg methoxaryl ester

📜 SIMILAR VOLUMES

Nucleosides and nucleotides. 134. Synthe
Nucleosides and nucleotides. 134. Synthesis of 2′-C-alkynyl-2′-deoxy-1-β-D-arabinofuranosylpyrimidines via radical deoxygenation of tert-propargyl alcohols in the sugar moiety
✍ Tomoharu Iino; Yuichi Yoshimura; Akira Matsuda 📂 Article 📅 1994 🏛 Elsevier Science 🌐 French ⚖ 765 KB

AWrcrct: Synthesis of T-deoxy-2'-C-ethynyl-l-BD-arabinofuranosyluracil @c), -thymine. (80, and -cytosine (11) has been done by stereospecific radical deoxygenation of the comspondhtg 2'-tert-TMSpropargyl mthoxalyl eaters with BugSnH in the presence of AIBN. 2'-Deoxy-2'Ghexynyl derivative 8d was also