铜催化格氏试剂对三取代烯酮的不对称共轭加成。全碳季碳手性中心的构建。
Copper-catalyzed asymmetric conjugate addition of Grignard reagents to trisubstituted enones. Construction of all-carbon quaternary chiral centers.
作者信息
Martin David, Kehrli Stefan, d'Augustin Magali, Clavier Hervé, Mauduit Marc, Alexakis Alexandre
机构信息
Département de Chimie Organique, Université de Genève, 30 quai Ernest Ansermet, CH-1211 Genève 4, Switzerland.
出版信息
J Am Chem Soc. 2006 Jul 5;128(26):8416-7. doi: 10.1021/ja0629920.
The copper-catalyzed asymmetric conjugate addition of Grignard reagents to trisubstituted cyclic enones affords enantioenriched all-carbon quaternary centers with up to 96% ee. The chiral ligand is a diaminocarbene, directly generated in situ. The combination of Grignard reagent and diaminocarbene is unprecedented in conjugate addition, and the additon of the phenyl group, on such enones, cannot be done by other conjugate addition methods.
铜催化格氏试剂对三取代环状烯酮的不对称共轭加成反应能够生成对映体富集的全碳季碳中心，对映体过量值（ee）高达96%。手性配体是原位直接生成的二氨基卡宾。格氏试剂与二氨基卡宾的组合在共轭加成反应中是前所未有的，并且在这类烯酮上引入苯基无法通过其他共轭加成方法实现。
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