Synthesis of 2-deoxy-2, 2-difluoro-D-ribose and 2-deoxy-2, 2'-difluoro-D-ribofuranosyl nucleosides

LW Hertel, JS Kroin, JW Misner…

Index: Hertel; Kroin; Misner; Tustin Journal of Organic Chemistry, 1988 , vol. 53, # 11 p. 2406 - 2409

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Citation Number: 414

Abstract

A program to synthesize fluorinated D-ribose and fluorinated nucleosides was initiated with hopes of finding compounds of potential value as anticancer and/or antiviral agents. Our approach is illustrated by a simple and stereocontrolled synthesis of 2-deoxy-2, 2-difluoro-~- ribose. This was followed with the synthesis of a series of l-(2-deoxy-2, 2-difluororibo~ anosyl) pyrimidjne nucleoeidea.(R)-2, 3-O-Isopropylideneglyceraldehyde was coupled ...