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Synfacts 2006(8): 0804-0804  
DOI: 10.1055/s-2006-942021
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Epoxidation with Aqueous Hydrogen Peroxide as the Oxidant

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
Y. Sawada, K. Matsumoto, S. Kondo, H. Watanabe, T. Ozawa, K. Suzuki, B. Saito, T. Katsuki*
Kyushu University, Fukuoka and Nissan Chemical Industries, LTD., Japan
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Publikationsdatum:
21. Juli 2006 (online)

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Significance

This report describes the synthesis of a ligand for the epoxidation of unfunctionalized olefins using hydrogen peroxide. The active catalyst is a titanium-peroxo species. The optimal reaction conditions were room temperature with dichloromethane as the solvent and 1.5 equivalents of hydrogen peroxide. The reaction conditions were effective for the epoxidation of terminal, cis-disubstituted and trisubstituted olefins.