General syntheses of 2', 3'-dideoxynucleosides and 2', 3'-didehydro-2', 3'-dideoxynucleosides

…, Y Kosugi, KC Pullaiah, P Van Roey

Index: Chu; Bhadti; Doboszewski; Gu; Kosugi; Pullaiah; Van Roey Journal of Organic Chemistry, 1989 ,  vol. 54,  # 9  p. 2217 - 2225

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Citation Number: 142

Abstract

A general synthetic method for 2', 3'-unsaturated nucleosides from the corresponding ribonucleosides is described. The 5'-0-silyl protected ribonucleosides were converted to the bisxanthates by reaction with carbon disulfide, followed by alkylation. The bisxanthates on reduction with tri-n-butyltin hydride and deprotection of the 5'-O-silyl group afforded the unsaturated nucleosides. The desulfurization of cyclic thionocarbonates has also been ...