title: Total synthesis of oxazolomycin A.
abstract: The first total synthesis of oxazolomycin A, a structurally novel oxazole polyene γ-lactam/β-lactone antibiotic, is described. Key features include the stereocontrolled construction of the right-hand heterocyclic core by taking advantage of an In(III)-catalyzed Conia-ene type cyclization and the asymmetric synthesis of the left-hand segment starting with a Cinchona alkaloid-catalyzed cyclocondensation of an aldehyde with an acid chloride.
authors: Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki 852-8521, Japan.
authors: Kohei
authors: K
authors: Eto
authors: Madoka
authors: M
authors: Yoshino
authors: Keisuke
authors: K
authors: Takahashi
authors: Jun
authors: J
authors: Ishihara
authors: Susumi
authors: S
authors: Hatakeyama
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D002384:Catalysis; D003500:Cyclization; D007204:Indium / Q000737:chemistry; D015394:Molecular Structure; D010080:Oxazoles / Q000138:chemical synthesis*; D011760:Pyrrolidinones; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000900:Anti-Bacterial Agents; D010080:Oxazoles; D011760:Pyrrolidinones; D013141:Spiro Compounds; D007204:Indium; C077919:diffusomycin