title: Remote stereocontrol by sulfinyl groups: reduction of delta-ketosulfoxides.
abstract: The reduction of delta-ketosulfoxides constitutes the first evidence of the efficiency of the sulfinyl group to control the stereoselectivity of 1,5-asymmetric induction processes. The use of DIBAL/Yb(OTf)3 or L-Selectride as the reducing agents provides delta-hydroxysulfoxides with the opposite configuration at the hydroxylic carbon in a highly stereoselective way.
authors.affiliation: Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid, Spain. joseluis.garcia.ruano@uam.es
authors.forename: José L
authors.initials: JL
authors.lastname: García Ruano
authors.forename: M Angeles
authors.initials: MA
authors.lastname: Fernández-Ibáñez
authors.forename: M Carmen
authors.initials: MC
authors.lastname: Maestro
authors.forename: M Mercedes
authors.initials: MM
authors.lastname: Rodríguez-Fernández
mesh_terms: D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D010084:Oxidation-Reduction; D013237:Stereoisomerism; D013454:Sulfoxides / Q000138:chemical synthesis* / Q000737:chemistry; D013457:Sulfur Compounds / Q000737:chemistry*
chemical_list: D007659:Ketones; D013454:Sulfoxides; D013457:Sulfur Compounds