Synthesis of 2', 3'-Didehydro-2', 3'-dideoxynucleosides by reaction of 5'-O-protected nucleoside 2', 3'-dimesylates with lithium areneselenolates

DLJ Clive, PWM Sgarbi, PL Wickens

Index: Clive, Derrick L.J.; Sgarbi, Paulo W.M.; Wickens, Philip L. Journal of Organic Chemistry, 1997 , vol. 62, # 11 p. 3751 - 3753

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Citation Number: 9

Abstract

Conversion of nucleosides into their 2′, 3′-didehydro-2′, 3′-dideoxy derivatives is currently an important topic in medicinal chemistry because the deoxygenated compounds or their hydrogenation products (2′, 3′-dideoxynucleosides) have been found, in certain cases, to inhibit the progress of HIV infection. 1 We have recently reported that conversion of 5′-O-protected nucleosides into the corresponding 2′, 3′-dimesylates, followed by ...