通过羰基-胺缩合实现环丁烷-1,3-二酮的催化对映选择性去对称化反应
Catalytic Enantioselective Desymmetrization of Cyclobutane-1,3-diones by Carbonyl-Amine Condensation.
作者信息
Wen Kai-Ge, Liu Chao, Wei Dong-Hui, Niu Yan-Fei, Peng Yi-Yuan, Zeng Xing-Ping
机构信息
Key Laboratory of Small Functional Organic Molecule, Ministry of Education and Jiangxi Key Laboratory of Green Chemistry, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, Jiangxi 330022, China.
Shanghai Key Laboratory of Green Chemistry and Chemical Process, East China Normal University, Shanghai 200062, China.
出版信息
Org Lett. 2021 Feb 5;23(3):1118-1122. doi: 10.1021/acs.orglett.1c00067. Epub 2021 Jan 26.
A chiral phosphoric acid-catalyzed enantioselective condensation of 2,2-disubstituted cyclobutane-1,3-diones with a primary amine is described. This reaction offered a mild and efficient protocol for constructing quaternary carbon-containing cyclobutanes in good to high yields and enantioselectivities. This reaction is the first catalytic desymmetrizing carbonyl-amine condensation reaction and also represents the first catalytic desymmetrizing reaction of prochiral cyclobutane-1,3-dione.
本文描述了一种手性磷酸催化的2,2-二取代环丁烷-1,3-二酮与伯胺的对映选择性缩合反应。该反应为构建含季碳的环丁烷提供了一种温和有效的方法，产率和对映选择性良好至高。该反应是首例催化去对称化的羰基-胺缩合反应，也是首例前手性环丁烷-1,3-二酮的催化去对称化反应。
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