Al(salalen) Complex: Highly Oxidation of Sulfides with Aqueous H2O2

T. Yamaguchi; K. Matsumoto; B. Saito; T. Katsuki

doi:10.1055/s-2007-968870

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Synfacts 2007(9): 0946-0946
DOI: 10.1055/s-2007-968870

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

Al(salalen) Complex: Highly Oxidation of Sulfides with Aqueous H₂O₂

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
T. Yamaguchi, K. Matsumoto, B. Saito, T. Katsuki*
Kyushu University, Fukuoka, Japan

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Publication History

Publication Date:
23 August 2007 (online)

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Significance

This report describes an aluminum oxidation catalyst that works in the presence of aqueous hydrogen peroxide. This is a rare example of aluminum functioning in an asymmetric induction fashion in the presence of water. Very high ee values are obtained for a variety of arylmethyl sulfide in their oxidation to sulfoxides. Alkylalkyl sulfides fare slightly worse than their arylalkyl sulfide counterparts.