Synthesis of 2',3'-dideoxy-D-erythro-hexofuranosyl nucleosides and 3'-azido-2',3'-dideoxy-D-arabino-hexofuranosyl nucleosides from tri-O-acetyl-D-glucal via an α,β-unsaturated hexose aldehyde

Article abstract of DOI:10.1055/s-1991-28417

α,β-Unsaturated aldehyde 2 prepared from tri-O-acetyl-D-glucal was acetalated and benzoylated to give α,β-unsaturated acetal 6. Hydrogenation of the double bond followed by methanolysis resulted in methyl 2,3-dideoxyfuranosyl glycoside 8 which was used fo