A Completely Diastereoselective Electrophilic Fluorination of a Chiral, Noncarbohydrate Sugar Ring Precursor: Application to the Synthesis of Several Novel 2‘-Fluoronucleosides
- 5 March 1998
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 63 (7), 2161-2167
- https://doi.org/10.1021/jo9717898
Abstract
No abstract availableKeywords
This publication has 39 references indexed in Scilit:
- Synthesis of 2-Fluoro Sugar and Its Condensation Reaction with Silylated ThymineBulletin of the Chemical Society of Japan, 1995
- Enzyme-mediated enantioselective preparation of pure enantiomers of the antiviral agent 2',3'-dideoxy-5-fluoro-3'-thiacytidine (FTC) and related compoundsThe Journal of Organic Chemistry, 1992
- Synthesis and anti-HIV-1 activity of 2'-"up"-fluoro analogs of active anti-AIDS nucleosides 3'-azido-3'-deoxythymidine (AZT) and 2',3'-dideoxycytidine (DDC)Journal of Medicinal Chemistry, 1990
- Stereoselectivity in the Coupling Reaction between 2-Phenylthio-2,3-dideoxyribose and Silylated Pyrimidine BasesChemistry Letters, 1990
- A highly stereoselective glycosylation of 2-(phenylselenenyl)-2,3-dideoxyribose derivative with thymine: synthesis of 3'-deoxy-2',3'-didehydrothymidine and 3'-deoxythymidineThe Journal of Organic Chemistry, 1990
- Synthesis of Nucleosides Fluorinated in the Sugar Moiety. The Application of Diethylaminosulfur Trifluoride to the Synthesis of Fluorinated NucleosidesNucleosides and Nucleotides, 1989
- Synthesis and anti-HIV activity of various 2'- and 3'-substituted 2',3'-dideoxyadenosines: a structure-activity analysisJournal of Medicinal Chemistry, 1987
- N-Fluoroperfluoroalkylsulfonimides. Remarkable new fluorination reagentsJournal of the American Chemical Society, 1987
- Mechanism of action of 2',5-difluoro-1-arabinosyluracilJournal of Medicinal Chemistry, 1983
- A Simple Synthesis of 2′‐Deoxy‐2′‐fluorocytidine by Nucleophilic Substitution of 2,2′‐Anhydrocytidine with Potassium Fluoride/Crown EtherAngewandte Chemie International Edition in English, 1978