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

2011; American Chemical Society; Volume: 133; Issue: 30 Linguagem: Inglês

10.1021/ja205002v

1943-2984

Smaranda C. Marinescu, Daniel S. Levine, Yu Zhao, Richard R. Schrock, Amir H. Hoveyda,

Chemical Synthesis and Analysis

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.