Cu-catalyzed asymmetric conjugate addition of dialkylzincs to enones using (±)-trans-1,2-cyclohexanediamine-based bis(NHC) derived from L-leucinol
Cu-catalyzed asymmetric conjugate addition of dialkylzincs to enones using (±)-trans-1,2-cyclohexanediamine-based bis(NHC) derived from L-leucinol
复制标题
使用衍生自 L-亮氨醇的 (±)-反式-1,2-环己烷二胺双 (NHC) 进行铜催化二烷基锌与烯酮的不对称共轭加成
DOI：
10.1055/s-0034-1378916
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发表时间：
2014
期刊：
影响因子：
2
通讯作者：
S. Sakaguchi
中科院分区：
文献类型：
--
作者：
S. Kamihigashi;N. Shibata;S. Sakaguchi
羟基酰胺官能化的唑鎓盐作为基于(±)-反式-1,2-环己烷二胺的双(NHC)配体的前体，是由易于获得的亮氨醇设计和合成的。 Cu盐与这种手性配体前体的组合促进了Et2Zn在室温下与2-环己烯-1-酮的不对称共轭加成，无需温度控制即可得到相应的1,4-加合物，其ee高达95%。
A hydroxyamide-functionalized azolium salt as the precursor of a (±)-trans-1,2-cyclohexanediamine-based bis(NHC) ligand was designed and synthesized from readily accessiblel-leucinol. The combination of a Cu salt with this chiral ligand precursor promoted the asymmetric conjugate addition of Et2Zn to 2-cyclohexen-1-one at room temperature without the need for temperature control to afford the corresponding 1,4-adduct with up to 95% ee.