Stereodivergent Coupling of 1,3-Dienes with Aldimine Esters Enabled by Synergistic Pd and Cu Catalysis.

Stereodivergent Coupling of 1,3-Dienes with Aldimine Esters Enabled by Synergistic Pd and Cu Catalysis.
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DOI:
10.1021/jacs.9b07600
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发表时间:
2019-09
影响因子:
15
通讯作者:
Qinglong Zhang;Huimin Yu;Lulu Shen;Tianhua Tang;Dongfang Dong;Weiwei Chai;W. Zi
Qinglong Zhang;Huimin Yu;Lulu Shen;Tianhua Tang;Dongfang Dong;Weiwei Chai;W. Zi
中科院分区:
化学1区
文献类型:
--
作者:
Qinglong Zhang;Huimin Yu;Lulu Shen;Tianhua Tang;Dongfang Dong;Weiwei Chai;W. Zi

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本文中,我们描述了使用协同Pd和Cu催化剂的立体分散性偶联反应之间的1,3-二烯和醛亚胺酯。通过使用两种金属催化剂的不同对映体,具有两个邻位立构中心的偶联产物的所有四种立体异构体都可以以高的非对映体选择性和对映体选择性获得。这种原子经济的交叉偶联反应具有广泛的底物范围和良好的官能团耐受性。我们的工作突出了涉及钯氢化物催化剂的不对称偶联反应的协同催化的力量。
Herein we describe the use of synergistic Pd and Cu catalysis for stereodivergent coupling reactions between 1,3-dienes and aldimine esters. By using different enantiomers of the two metal catalysts, all four stereoisomers of the coupling products, which have two vicinal stereocenters, could be accessed with high diastereoselectivity and enantioselectivity. This atom-economical cross-coupling reaction has a wide substrate scope and good functional group tolerance. Our work highlights the power of synergistic catalysis for asymmetric coupling reactions involving Pd-hydride catalysts.