Concise Report
Synthesis of Indole-Fused Eight-Membered Oxa-Rings via Palladium-Catalyzed Asymmetric [4+4] Cycloaddition of Indole-2,3-Quinodimethanes with 2-Alkylidenetrimethylene Carbonates
Xinhao Lu,
Yi Wang,
Chenghan He,
Yang-Zi Liu,
Wei-Ping Deng,
Xinhao Lu
Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, College of Chemistry and Materials Science, Zhejiang Normal University, Jinhua, Zhejiang, 321004 China
These authors contributed equally to this work.
Search for more papers by this authorYi Wang
Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism, School of Pharmacy, East China University of Science and Technology, Shanghai, 200237 China
These authors contributed equally to this work.
Search for more papers by this authorChenghan He
School of Science and Engineering, The Chinese University of Hong Kong, Shenzhen, Guangdong, 518172 China
Search for more papers by this authorCorresponding Author
Yang-Zi Liu
Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, College of Chemistry and Materials Science, Zhejiang Normal University, Jinhua, Zhejiang, 321004 China
E-mail: [email protected]; [email protected]Search for more papers by this authorCorresponding Author
Wei-Ping Deng
Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, College of Chemistry and Materials Science, Zhejiang Normal University, Jinhua, Zhejiang, 321004 China
Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism, School of Pharmacy, East China University of Science and Technology, Shanghai, 200237 China
E-mail: [email protected]; [email protected]Search for more papers by this authorXinhao Lu,
Yi Wang,
Chenghan He,
Yang-Zi Liu,
Wei-Ping Deng,
Xinhao Lu
Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, College of Chemistry and Materials Science, Zhejiang Normal University, Jinhua, Zhejiang, 321004 China
These authors contributed equally to this work.
Search for more papers by this authorYi Wang
Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism, School of Pharmacy, East China University of Science and Technology, Shanghai, 200237 China
These authors contributed equally to this work.
Search for more papers by this authorChenghan He
School of Science and Engineering, The Chinese University of Hong Kong, Shenzhen, Guangdong, 518172 China
Search for more papers by this authorCorresponding Author
Yang-Zi Liu
Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, College of Chemistry and Materials Science, Zhejiang Normal University, Jinhua, Zhejiang, 321004 China
E-mail: [email protected]; [email protected]Search for more papers by this authorCorresponding Author
Wei-Ping Deng
Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, College of Chemistry and Materials Science, Zhejiang Normal University, Jinhua, Zhejiang, 321004 China
Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism, School of Pharmacy, East China University of Science and Technology, Shanghai, 200237 China
E-mail: [email protected]; [email protected]Search for more papers by this authorComprehensive Summary
We report a palladium-catalyzed asymmetric [4+4] cycloaddition reaction between 2-alkylidenetrimethylene carbonate and electron-deficient indole-2,3-quinodimethanes (IQDMs). This reaction features exclusive regioselectivity, high yield (up to 98%), excellent enantioselectivity (up to 95% ee), and easy scale-up without any loss of efficiency, making it valuable for the synthesis of indole-fused eight-membered oxa-rings.
Supporting Information
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Appendix S1: Supporting Information |
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