Department of Organic Chemistry, University of Geneva , Quai Ernest Ansermet, 30, 1211 Geneva 4, Switzerland.
Org Lett. 2014 Jan 3;16(1):118-21. doi: 10.1021/ol403104s. Epub 2013 Dec 9.
An NHC-Cu complex catalyzed the asymmetric conjugate addition (ACA) of various Grignard reagents to nonactivated α-substituted cyclic enones to give 2,3-dialkylated cyclopentanones and cyclohexanones. The Michael addition features the formation of a magnesium enolate intermediate. One-pot diastereoselective trapping of this enolate by alkyl, propargyl, allyl, and benzyl halides led to ketones with contiguous α-quaternary and β-tertiary centers.
NHC-Cu 配合物催化各种格氏试剂与非活化的α-取代环状烯酮的不对称共轭加成（ACA），得到 2,3-二烷基环戊酮和环己酮。迈克尔加成的特点是形成镁烯醇盐中间体。该烯醇盐中间体可以一锅法与烷基、炔丙基、烯丙基和苄基卤化物进行非对映选择性捕获，得到具有连续的α-季碳和β-叔碳中心的酮。
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