A Novel Palladium-Catalyzed Deoxygenation of GuanineO6-Arenesulfonates. A Practicable Synthesis of 2-Aminopurine Nucleosides and Related Analogs
- 1 March 1994
- journal article
- research article
- Published by Taylor & Francis in Nucleosides and Nucleotides
- Vol. 13 (1) , 625-636
- https://doi.org/10.1080/15257779408013268
Abstract
A simple synthesis of 2-aminopurine nucleosides and related derivatives has been accomplished from the corresponding guanine O6 -arenesulfonates. Studies towards the determination of optimum conditions for reduction and regioselectivity control are also reported.Keywords
This publication has 35 references indexed in Scilit:
- Hydrodehalogenation of polychlorinated aromatic halides by hypophosphite with Pd/C catalyst under multiphase conditionsJournal of the Chemical Society, Perkin Transactions 1, 1993
- Straightforward Synthesis of 6-Thiodeoxyguanosine and Its Incorporation into OligodeoxynucleotidesNucleosides and Nucleotides, 1992
- Nucleic Acid Related Compounds. LXXXI. Efficient General Synthesis of Purine (Amino, Azido, and Triflate)-Sugar NucleosidesNucleosides and Nucleotides, 1992
- Chemical synthesis of oligoribonucleotides containing 2-aminopurine: substrates for the investigation of ribozyme functionThe Journal of Organic Chemistry, 1990
- Palladium-catalyzed reduction of aryl sulfonates. Reduction versus hydrolysis selectivity controlThe Journal of Organic Chemistry, 1990
- Mechanism of hydrogenolysis. Part 1. Catalytic hydrogenation of vinyl and aryltrifluoromethanesulphonatesJournal of the Chemical Society, Perkin Transactions 1, 1986
- Synthesis and characterization of a set of four dodecadeoxyribonucleoside undecaphosphates containing O6-methylguanine opposite adenine, cytosine, guanine, and thymineBiochemistry, 1984
- Hydrierende Spaltung phenolischer und enolischer PerfluoroalkansulfonateSynthesis, 1984
- Acylation of 2′,3′,5′-tri-O-acetylguanosineJournal of the Chemical Society, Chemical Communications, 1977
- Thiation of Nucleosides. I. Synthesis of 2-Amino-6-mercapto-9-β-D-ribofuranosylpurine (“Thioguanosine”) and Related Purine Nucleosides1Journal of the American Chemical Society, 1958