铜催化1,2-二酮与乙烯基阳离子的对映选择性形式[4+1]环化反应
Copper-catalyzed atroposelective formal [4+1] annulation of 1,2-diketones with vinyl cations.
作者信息
Wang Ze-Shu, Xu Hao-Jin, Chen Yang-Bo, Ye Long-Wu, Zhou Bo, Qian Peng-Cheng
机构信息
Institute of New Materials & Industry Technology, College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, China.
Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China.
出版信息
Chem Commun (Camb). 2023 Dec 14;59(100):14831-14834. doi: 10.1039/d3cc04817a.
The enantioselective transformation of easily accessible 1,2-diketones represents a quick pathway towards enantioenriched molecules. Herein, we disclose a copper-catalyzed atroposelective formal [4+1] annulation of 1,2-diketones with vinyl cations, enabling the efficient and atom-economical construction of axially chiral arylpyrroles bearing 1,3-dioxole moieties with good to excellent enantioselectivities under mild reaction conditions. Importantly, this methodology constitutes the first enantioselective formal [4+1] annulation of 1,2-diketones.
将易于获得的1,2 - 二酮进行对映选择性转化是一条通往对映体富集分子的快速途径。在此，我们报道了一种铜催化的1,2 - 二酮与乙烯基阳离子的轴手性形式[4 + 1]环化反应，该反应能够在温和的反应条件下高效且原子经济地构建带有1,3 - 二氧戊环部分的轴手性芳基吡咯，对映选择性良好至优异。重要的是，该方法构成了首例1,2 - 二酮的对映选择性形式[4 + 1]环化反应。
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