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Synfacts 2007(8): 0823-0823
DOI: 10.1055/s-2007-968734
DOI: 10.1055/s-2007-968734
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Titanium-Mediated Olefin Epoxidation Using Hydrogen Peroxide
Y. Sawada, K. Matsumoto, T. Katsuki*
Kyushu University, Fukuoka, Japan
Further Information
Publication History
Publication Date:
24 July 2007 (online)
![](https://www.thieme-connect.de/media/synfacts/200708/lookinside/thumbnails/10.1055-s-2007-968734-1.jpg)
Significance
Enantioenriched epoxides are versatile intermediates in organic synthesis. The synthetic methods developed so far often involve oxidants of low atom economy or require the use of activated substrates. The authors found that di-µ-oxo titanium(salalen) complex 1 epoxidizes conjugated olefins with high TON in the presence of hydrogen peroxide as oxidant. They extended the methodology to unactivated olefins bearing only alkyl groups on the alkene. See also previous work: Angew. Chem. Int. Ed. 2005, 44, 4935; Angew. Chem. Int. Ed. 2006, 45, 3478.