title: Stereoselective synthesis of pamamycin-607.
abstract: A macrodiolide antibiotic pamamycin-607 was synthesized by joining two hydroxy acid components. Three cis-2, 5-disubstituted tetrahydrofuran rings in the molecule were stereoselectively prepared by radical cyclization reactions of beta-alkoxyvinyl ketone intermediates and a beta-alkoxymethacrylate substrate. The key step of the synthesis is characterized by the predominant threo product formation in the radical cyclization reaction of a beta-alkoxymethacrylate intermediate.
authors.affiliation: School of Chemistry and Molecular Engineering, Seoul National University, Seoul 151-747, Korea.
authors.forename: Eun Jeong
authors.initials: EJ
authors.lastname: Jeong
authors.forename: Eun Joo
authors.initials: EJ
authors.lastname: Kang
authors.forename: Lee Taek
authors.initials: LT
authors.lastname: Sung
authors.forename: Sung Kil
authors.initials: SK
authors.lastname: Hong
authors.forename: Eun
authors.initials: E
authors.lastname: Lee
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D000935:Antifungal Agents / Q000138:chemical synthesis*; D018942:Macrolides; D009930:Organic Chemicals; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D018942:Macrolides; D009930:Organic Chemicals; C470905:pamamycin-607; C024500:pamamycin