Synthesis of Indole-Fused Eight-Membered Oxa-Rings via Palladium-Catalyzed Asymmetric[4+4]Cycloaddition of Indole-2,3-Quinodimethanes with 2-Alkylidenetrimethylene Carbonates  

作　　者：Xinhao Lu Yi Wang Chenghan He Yang-Zi Liu Wei-Ping Deng 

机构地区：[1]Key Laboratory of the Ministry of Education for Advanced Catalysis Materials,College of Chemistry and Materials Science,Zhejiang Normal University,Jinhua,Zhejiang 321004,China [2]Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism,School of Pharmacy,East China University of Science and Technology,Shanghai 200237,China [3]School of Science and Engineering,The Chinese University of Hong Kong,Shenzhen,Guangdong 518172,China

出　　处：《Chinese Journal of Chemistry》2024年第24期3393-3398,共6页中国化学(英文版)

基　　金：support from the Leading Innovative and Entrepreneur Team Introduction Program of Zhejiang(2022R01007);the NSFC(22171082,22201253);the Start-up Research Grant from Zhejiang Normal University;the Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism.

摘　　要：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.

关 键 词：Pd-catalyzed Asymmetric[4+4]cycloaddition Indole-2 3-quinodimethanes 2-Alkylidenetrimethylene carbonates Indole-fused eight-membered oxa-rings 

分 类 号：O62[理学—有机化学]