Stereospecific synthesis of 2-deoxy-2, 2-difluororibonolactone and its use in the preparation of 2′-deoxy-2′, 2′-difluoro-β-D-ribofuranosyl pyrimidine nucleosides: …
SYNTHESIS because only a trace amount of the nucleosides were detected, even at pressures up to 13 kilobar, 12 when the reaction was carried out in dichloroethane at room temperature for 4 days. We believe that the reaction proceeds via an SN1 pathway involving an oxonium ion intermediate 15 giving rise to a 1: 1 mixture of nucleoside anomers.