Synthesis of 2′-Deoxypyrimidine Nucleosides via Copper (I) Iodide Catalysis
- 1 January 1989
- journal article
- research article
- Published by Taylor & Francis in Nucleosides, Nucleotides and Nucleic Acids
- Vol. 8 (4) , 549-555
- https://doi.org/10.1080/07328318908054197
Abstract
The coupling of various 5-substituted-2,4- disilyl pyrimidines with ã–2-deoxy-3,5-di-p-toluyl ribofuransyl chloride in the presence of copper (I) iodide in chloroform yields predominantly β-nucleosides (>15/1 β/α selectivity in some cases) in >90% overall yields.This publication has 10 references indexed in Scilit:
- An investigation by1H NMR spectroscopy into the factors determining te β:α ratio of the product in 2′-deoxynucleoside synthesisNucleic Acids Research, 1984
- Synthesis of the new nucleoside antibiotic 1-(2-deoxy-.beta.-D-ribofuranosyl)-5,6-dihydro-5-methyl-S-triazine-2,4(1H,3H)-dioneThe Journal of Organic Chemistry, 1978
- Synthesis of nucleosides. 9. General synthesis of N-glycosides. I. Synthesis of pyrimidine nucleosidesThe Journal of Organic Chemistry, 1974
- Synthesis of 5-s-substituted 2'-deoxyuridines. Study of the factors influencing the stereoselectivity of the silyl modification of the Hilbert-Johnson reactionThe Journal of Organic Chemistry, 1969
- Eine neue Synthese von NucleosidenZeitschrift für Chemie, 1964
- Nucleic acids components and their analogues. XXXIX. Synthesis of anomeric 2'-deoxy-6-azauridines and of 6-azathymidineCollection of Czechoslovak Chemical Communications, 1963
- α‐ThymidinEuropean Journal of Inorganic Chemistry, 1960
- SIMPLE SYNTHESES OF PYRIMIDINE-2'-DEOXY-RIBONUCLEOSIDES1Journal of the American Chemical Society, 1959
- The Synthesis of Uracils as Anticonvulsants*Journal of the American Pharmaceutical Association (Scientific ed.), 1955
- The Synthesis of Pyrimidine-NucleosidesScience, 1929