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Isolation of Pure Disubstituted E Olefins through Mo-Catalyzed Z-Selective Ethenolysis of Stereoisomeric Mixtures

Author(s)
Marinescu, Smaranda C.; Levine, Daniel S.; Zhao, Yu; Schrock, Richard Royce; Hoveyda, Amir H.
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Abstract
Monoaryloxide–pyrrolide (MAP) complexes of molybdenum were employed for the selective ethenolysis of 1,2-disubstituted Z olefins in the presence of the corresponding E olefins. Reactions were performed in the presence of 0.02–3.0 mol % catalyst at 22 °C under 20 atm ethylene. We have demonstrated that the Z isomer of an easily accessible E:Z mixture can be destroyed through ethenolysis and the E alkene thereby isolated readily in high yield and exceptional stereoisomeric purity.
Date issued
2011-08
URI
http://hdl.handle.net/1721.1/82578
Department
Massachusetts Institute of Technology. Department of Chemistry
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society
Citation
Marinescu, Smaranda C., Daniel S. Levine, Yu Zhao, Richard R. Schrock, and Amir H. Hoveyda. “Isolation of Pure Disubstituted E Olefins through Mo-Catalyzed Z-Selective Ethenolysis of Stereoisomeric Mixtures.” Journal of the American Chemical Society 133, no. 30 (August 3, 2011): 11512-11514.
Version: Author's final manuscript
ISSN
0002-7863
1520-5126

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