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Synfacts 2008(11): 1179-1179  
DOI: 10.1055/s-0028-1083449
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Terminal Epoxides via Dimethylsulfonium Methylide to Ketones

Contributor(s): Hisashi Yamamoto, Joshua P. Abell
T. Sone, A. Yamaguchi, S. Matsunaga*, M. Shibasaki*
The University of Tokyo, Japan
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Publication History

Publication Date:
23 October 2008 (online)

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Significance

The asymmetric synthesis of 2,2-disubstituted terminal epoxides remains challenging despite the number of pathways currently available. The authors report an approach based on the Corey-Chaykovsky epoxidation of ketones to afford enantiomerically enriched terminal epoxides in high yields.