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Synthesis of 3'alpha-carbo-substituted 2',3'-dideoxyribonucleosides from naturally occurring nucleosides
H Kumamoto1, H Tanaka, J Ogamino
1School of Pharmaceutical Sciences, Showa University, Tokyo, Japan.
Nucleic Acids Symposium Series
|April 26, 2000
Abstract:
Naturally occurring ribonucleosides, uridine and adenosine, were converted to their 3'alpha-CH2CO2Me and 3'alpha-CH2PO(OPh)2 2',3'-dideoxy analogues. The present reaction sequence starts with oxidative cleavage of the 2',3'-cis-diol system, and involves radical-mediated reconstruction of furanose ring as the key step.