Synthesis of 3'alpha-carbo-substituted 2',3'-dideoxyribonucleosides from naturally occurring nucleosides. |
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| Authors: | H Kumamoto H Tanaka J Ogamino H Suzuki K Haraguchi T Miyasaka |
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| Affiliation: | School of Pharmaceutical Sciences, Showa University, Tokyo, Japan. |
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| 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. |
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