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Remote stereocontrol by sulfinyl groups: reduction of delta-ketosulfoxides
Authors:García Ruano José L  Fernández-Ibáñez M Angeles  Maestro M Carmen  Rodríguez-Fernández M Mercedes
Affiliation:Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid, Spain. joseluis.garcia.ruano@uam.es
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.
Keywords:
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