化学
电化学
外消旋化
对映选择合成
甲烷氧化偶联
电解质
组合化学
支撑电解质
化学计量学
催化作用
有机化学
氧化还原
电极
物理化学
作者
Zhenhua Wang,Pei‐Sen Gao,Xiu Wang,Jun-Qing Gao,Xue-Tao Xu,Zeng He,Cong Ma,Tian‐Sheng Mei
摘要
An electrochemical asymmetric coupling of secondary acyclic amines with ketones via a Shono-type oxidation has been described, affording the corresponding amino acid derivatives with good to excellent diastereoselectivity and enantioselectivity. The addition of an N-oxyl radical as a redox mediator could selectively oxidize the substrate rather than the product, although their oxidation potential difference is subtle (about 13 mV). This electrochemical transformation proceeds in the absence of stoichiometric additives, including metals, oxidants, and electrolytes, which gives it good functional group compatibility. Mechanistic studies suggest that proton-mediated racemization of the product is prevented by the reduction of protons at the cathode.
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