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