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双功能叔胺-方酰胺催化对醌甲基化物与氧化吲哚的不对称催化1,6-共轭加成/芳构化反应。

Bifunctional tertiary amine-squaramide catalyzed asymmetric catalytic 1,6-conjugate addition/aromatization of para-quinone methides with oxindoles.

作者信息

Deng Yu-Hua, Zhang Xiang-Zhi, Yu Ke-Yin, Yan Xu, Du Ji-Yuan, Huang Hanmin, Fan Chun-An

机构信息

State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, China.

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, 222 Tianshui Nanlu, Lanzhou 730000, China.

出版信息

Chem Commun (Camb). 2016 Mar 18;52(22):4183-6. doi: 10.1039/c5cc10502a.

Abstract

The asymmetric catalytic 1,6-addition of p-QMs with racemic oxindoles under the bifunctional catalysis of C2-symmetric dimeric Cinchona-derived squaramide is described. This tertiary amine-squaramide catalyzed reaction provides a diastereoselective and enantioselective approach to the effective assembly of diverse diarylmethine-substituted oxindoles having vicinal tertiary and quaternary stereocenters.

摘要

描述了在C2对称二聚金鸡纳衍生的方酰胺的双功能催化下,对映体纯的氧化吲哚与对醌二甲烷的不对称催化1,6-加成反应。这种叔胺-方酰胺催化的反应提供了一种非对映选择性和对映选择性方法,用于有效组装具有相邻叔碳和季碳立体中心的多种二芳基甲基取代的氧化吲哚。

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