A Stereospecific Synthesis of Pyrimidine β-D-2′-Deoxyribonucleosides
- 1 February 1992
- journal article
- research article
- Published by Taylor & Francis in Nucleosides and Nucleotides
- Vol. 11 (2-4) , 603-613
- https://doi.org/10.1080/07328319208021729
Abstract
A stereospecific route for the synthesis of pyrimidine 2′-β-D-deoxyribonucleosides has been developed using suitably modified methyl 2-deoxy-D-ribofuranosides. The stereochemistry of the nucleoside bond is dictated by the chirality at C-4 of the pentofuranose. A novel palladium hydroxide catalyzed alcholysis of a nucleoside bond has been discovered. Preliminary studies of the mechanism and limitations of this reaction are described.Keywords
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