title: Organocatalytic asymmetric syntheses of inthomycins A, B and C.
abstract: The total syntheses of (+)-inthomycin A, (+)-inthomycin B and (-)-inthomycin C, the oxazole-triene antibiotics isolated from Streptomyces sp., have been accomplished via the highly enantio- and stereoselective construction of the C1-C7 (iododienyl)aldol units by taking advantage of a Cinchona alkaloid-catalyzed asymmetric β-lactone synthesis and their isomerisation-free Stille coupling with (E)-5-(3-(tributylstannyl)allyl)oxazole.
authors.affiliation: Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-Machi, Nagasaki 852-8521, Japan.
authors.forename: Madoka
authors.initials: M
authors.lastname: Yoshino
authors.forename: Kohei
authors.initials: K
authors.lastname: Eto
authors.forename: Keisuke
authors.initials: K
authors.lastname: Takahashi
authors.forename: Jun
authors.initials: J
authors.lastname: Ishihara
authors.forename: Susumi
authors.initials: S
authors.lastname: Hatakeyama
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D005231:Fatty Acids, Unsaturated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000900:Anti-Bacterial Agents; D002930:Cinchona Alkaloids; D005231:Fatty Acids, Unsaturated; D010080:Oxazoles; C578836:inthomycin A; C578837:inthomycin B; C554877:inthomycin C