Synthesis of 2′-deoxy-2′-phenylselenenyl-furanosyl nucleosides from glycals using electrophilic selenium reagents. Conversion into 2′-deoxynucleosides

✍ Scribed by Yolanda Díaz; Anas El-Laghdach; Sergio Castillón

• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 1020 KB
• Volume: 53
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(97)00697-2

✦ Synopsis

2'-Deoxy-2'-phenylselenenyl-furanosyl nucleosides have been synthesized stereoselectively from glycals using selenium reagents, and converted into 2'-deoxynucleosides by treatment with tributyltin hydride. Some of the factors which affect the stereoselectivity of the reaction are the stereochemistry at position 3, the nature of the protecting groups, the phenylselenenyl reagent and the solvent.