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2004 Enantioselective syntheses Enantioselective syntheses O 0031 Iron-Catalyzed Asymmetric Sulfide Oxidation with Aqueous Hydrogen Peroxide. — The asymmetric oxidation of the sulfides (I) with H 2 O 2 is accomplished using an iron catalyst formed in-situ from [Fe(acac)3] and a (S)-tert-leucinol derived Schiff base. The oxidation can be performed without particular precautions in the presence of water and air. Iron is abundant and relatively nontoxic in comparison to other transition met- als, and [Fe(acac) 3 ] commercially available and inexpensive. The ligands can easily prepared from the corresponding amino alcohols and a salicylaldehyde derivative. As a limitation, the yields do not exceed 44%. — (LEGROS, J.; BOLM*, C.; Angew. Chem., Int. Ed. 42 (2003) 44, 5487-5489; Inst. Org. Chem., RWTH Aachen, D-52074 Aachen, Germany; Eng.) — Kieslich 11- 034

Iron-Catalyzed Asymmetric Sulfide Oxidation with Aqueous Hydrogen Peroxide

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2004 Enantioselective syntheses

Enantioselective synthesesO 0031 Iron-Catalyzed Asymmetric Sulfide Oxidation with Aqueous Hydrogen Peroxide.

— The asymmetric oxidation of the sulfides (I) with H2O2 is accomplished using an iron catalyst formed in-situ from [Fe(acac)3] and a (S)-tert-leucinol derived Schiff base. The oxidation can be performed without particular precautions in the presence of water and air. Iron is abundant and relatively nontoxic in comparison to other transition met-als, and [Fe(acac)3] commercially available and inexpensive. The ligands can easily prepared from the corresponding amino alcohols and a salicylaldehyde derivative. As a limitation, the yields do not exceed 44%. — (LEGROS, J.; BOLM*, C.; Angew. Chem., Int. Ed. 42 (2003) 44, 5487-5489; Inst. Org. Chem., RWTH Aachen,D-52074 Aachen, Germany; Eng.) — Kieslich

11- 034