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: …

TS Chou, PC Heath, LE Patterson, LM Poteet…

Index: Chou; Heath; Patterson; Poteet; Lakin; Hunt Synthesis, 1992 , # 6 p. 565 - 570

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Citation Number: 81

Abstract

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.