Journal
TETRAHEDRON LETTERS
Volume 44, Issue 21, Pages 4027-4029Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(03)00847-5
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The bis-O-thioxocarbamate derivatives obtained from the reaction of vicinal diols with phenyl isothiocyanate are shown to be reduced with tris(trimethylsilyl)silane in the presence of azobisisobutyronitrile to afford the corresponding olefins in good yields. In this way. 2',3'-didehydro-2',3'-dideoxy analogs of adenosine, guanosine, inosine, cytidine and uridine were prepared by the radical-based deoxygenation of the corresponding ribonucleosides via the bis-O-thioxocarbamate derivatives. (C) 2003 Published by Elsevier Science Ltd.
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