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

Isolation of Pure Disubstituted E Olefins through Mo-Catalyzed Z-Selective Ethenolysis of Stereoisomeric Mixtures
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DOI:
10.1021/ja205002v
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发表时间:
2011-08-03
影响因子:
15
通讯作者:
Hoveyda, Amir H.
Hoveyda, Amir H.
中科院分区:
化学1区
文献类型:
--
作者:
Marinescu, Smaranda C.;Levine, Daniel S.;Hoveyda, Amir H.

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本文研究了钼的单芳氧-吡咯烷(MAP)配合物对1,2-二取代Z烯烃在相应E烯烃存在下的选择性乙烯醇解反应。反应在0.02-3.0摩尔%催化剂的存在下在22 ° C和20大气压乙烯下进行。我们已经证明,Z异构体的一个容易获得的E:Z混合物可以通过乙烯醇分解和E烯烃,从而容易地分离,高产率和特殊的立体异构体纯度破坏。
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 degrees 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.