title: Efficient and stereoselective access to the polyol fragment C9-C16 of ansamycin antibiotics.
abstract: Efficient synthesis of the fragment C9-C16 bearing the anti,syn stereotriad of ansamycin antibiotics is described. Key steps for controlling the configuration of the three stereogenic centers involve a stereoselective Reformatsky-type reaction followed by a diastereoselective reduction of a beta-ketosulfoxide.
authors.affiliation: Laboratoire de stereochimie associe au CNRS, UMR 7509, Universite de Strasbourg, ECPM, 25 rue Becquerel, 67087 Strasbourg Cedex 2, France.
authors.forename: Michel
authors.initials: M
authors.lastname: Obringer
authors.forename: Marie
authors.initials: M
authors.lastname: Barbarotto
authors.forename: Sabine
authors.initials: S
authors.lastname: Choppin
authors.forename: Françoise
authors.initials: F
authors.lastname: Colobert
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry; D017828:Rifabutin / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000900:Anti-Bacterial Agents; D011108:Polymers; C024617:polyol; D017828:Rifabutin