Synthesis of 2', 3'-Didehydro-2', 3'-dideoxynucleosides by Reaction of 5'-Protected Nucleoside 2', 3'-Dimesylates with Telluride Dianion: A General Route from Cis …

DLJ Clive, PL Wickens, PWM Sgarbi

Index: Clive, Derrick L. J.; Wickens, Philip L.; Sgarbi, Paulo W. M. Journal of Organic Chemistry, 1996 , vol. 61, # 21 p. 7426 - 7437

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Citation Number: 50

Abstract

2', 3'-Dimesylates of 5'-protected nucleosides are converted into the corresponding 2', 3'- didehydro-2', 3'-dideoxy compounds by treatment with telluride dianion in the form of the sodium or lithium salt. The method is well-suited to the preparation of unsaturated nucleosides that can be converted into compounds that are believed to be useful in the treatment of AIDS. The deoxygenation is general for vicinal dimesylates that have, or may ...