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

Article abstract of DOI:10.1016/S0040-4039(00)79449-4

Synthesis of the title compounds can be achieved by nucleophilic addition of lithium salts of TMSacetylene and 1-hexyne to 2'-ketouridine followed by radical deoxygenation of the corresponding methoxyaryl ester.Key Words: radical deoygenation; propargyl alcohol; ethynyl substituent; acetylene