对映选择合成
双功能
烷基化
化学
催化作用
有机化学
组合化学
作者
Jin-Yu He,Cancan Zhu,Wenxi Duan,Lingkai Kong,Nana Wang,Yanzhao Wang,Fan Zou,Xinying Qiao,Hao Xu
标识
DOI:10.1002/anie.202401355
摘要
Herein, we describe an innovative approach to the asymmetric electrochemical α‐alkylation of aldehydes facilitated by a newly designed bifunctional chiral electrocatalyst. The highly efficient bifunctional chiral electrocatalyst combines a chiral aminocatalyst with a redox mediator. It plays a dual role as a redox mediator for electrooxidation, while simultaneously providing remarkable asymmetric induction for the stereoselective α‐alkylation of aldehydes. Additionally, this novel catalyst exhibits enhanced catalytic activity and excellent stereoselective control comparable to conventional catalytic systems. As a result, this strategy provides a new avenue for versatile asymmetric electrochemistry. The electrooxidation of diverse phenols enables the C–H/C–H oxidative α‐alkylation of aldehydes in a highly chemo‐ and stereoselective fashion. Detailed mechanistic studies by control experiments and cyclic voltammetry analysis demonstrate possible reaction pathways and the origin of enantio‐induction.
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