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Highly Diastereo-and Enantioselective Synthesis of Quinuclidine Derivatives by an Iridium-Catalyzed Intramolecular Allylic Dearomatization Reaction
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作者 Lin Huang Yue Cai +3 位作者 Hui-Jun Zhang Chao Zheng li-xin dai Shu-Li You 《CCS Chemistry》 CAS 2019年第1期106-116,共11页
Asymmetric construction of quinuclidine derivatives has been realized by an iridium-catalyzed allylic dearomatization reaction.The catalytic system,derived from[Ir(cod)Cl]2 and the Feringa ligand,tolerates a broad ran... Asymmetric construction of quinuclidine derivatives has been realized by an iridium-catalyzed allylic dearomatization reaction.The catalytic system,derived from[Ir(cod)Cl]2 and the Feringa ligand,tolerates a broad range of substrates.A large array of quinuclidine derivatives can be obtained under mild conditions in good to excellent yields(68%–96%),diastereoselectivity(up to>20/1 dr),and enantioselectivity(up to>99%ee).These pro-ducts feature versatile functional group diversity and can undergo diverse transformations.A model that accounts for the origin of the stereoselectivity has been proposed based on density functional theory(DFT)calculations. 展开更多
关键词 asymmetric catalysis DEAROMATIZATION INDOLE IRIDIUM
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