4.5 Article

Titanium-salan-catalyzed asymmetric oxidation of sulfides and kinetic resolution of sulfoxides with H2O2 as the oxidant

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2008, Issue 19, Pages 3369-3376

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200800277

Keywords

asymmetric catalysis; kinetic resolution; hydrogen peroxide; sulfoxides; titanium; oxidation

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Asymmetric oxidation of sufides to sulfoxides by aqueous hydrogen peroxide with catalysis by titanium-salan complexes is presented. Optically active sulfoxides have been obtained with good to high enantioselectivities (up to 97% eel by a tandem enantioselective oxidation and kinetic resolution procedure, the catalyst performing over 500 turnovers with no loss of enantioselectivity. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).

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