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Synfacts 2010(8): 0902-0902  
DOI: 10.1055/s-0030-1257821
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Construction of Chiral Tetrasubstituted Olefins Using Ring-Closing Metathesis

Contributor(s): Hisashi Yamamoto, Zhi Li
B. Stenne, J. Timperio, J. Savoie, T. Dudding*, S. K. Collins*
Université de Montréal and Brock University, St. Catharines, Canada
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Publication History

Publication Date:
22 July 2010 (online)

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Significance

Chiral tetrasubstituted olefins are challenging targets in organic synthesis. In this work, the authors developed a C 1-symmetrical NHC ligand for ruthenium-catalyzed ring-closing metathesis, which generates tetrasubstituted olefins. Chiral products were obtained in good ee and high yield when meso-trienes were used as substrates.