title: Stereoselective synthesis of fluoro-homoneplanocin A as a potential antiviral agent.
abstract: Fluoro-homoneplanocin A (4) was synthesized from d-ribose, via the enyne ring-closing metathesis of 9, the stereoselective opening of epoxide 23a with fluoride, and a simultaneous oxidation-elimination reaction. The key intermediate 8 is expected to serve as a versatile intermediate for the synthesis of carbanucleosides.
authors.affiliation: Department of Bioinspired Science and Laboratory of Medicinal Chemistry, College of Pharmacy, Ewha Womans University, Seoul 120-750, Korea.
authors.forename: Girish
authors.initials: G
authors.lastname: Chandra
authors.forename: Mahesh S
authors.initials: MS
authors.lastname: Majik
authors.forename: Ji Yee
authors.initials: JY
authors.lastname: Lee
authors.forename: Lak Shin
authors.initials: LS
authors.lastname: Jeong
mesh_terms: D000241:Adenosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001234:Aspergillus niger / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012266:Ribose / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000998:Antiviral Agents; C572828:fluoro-homoneplanocin A; D012266:Ribose; C031096:neplanocin A; D000241:Adenosine