Synthesis of 1,3-oxathiolane derivatives as novel precursors of 2',3'-dideoxy-3'-oxa-4'-thioribonucleosides

Article abstract of DOI:10.1016/0040-4039(95)01213-2

1,3-Oxathiolanes were prepared via electrochemical chemoselective α-acetoxylation of β'-hydroxy sulfides and were converted into 4-acetoxy-1,3-oxathiolanes, precursors of 2',3'-dideoxy-3'-oxa-4'-thioribonucleosides, by the electrolytic acetoxylation of the 1,3-oxathiolane or by Pummerer rearrangement via sulfoxide.