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Copper-catalyzed diversified annulations between α-diketones and alkynyl α-diketones
作者姓名:Xiangwen Kong  Fang Yu  Shengtong Niu  Fan Gong  Shuang Yang  Jinggong Liu  Benlong Luo  Xinqiang Fang
作者单位:1. State Key Laboratory of Structural Chemistry, and Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences;2. Orthopedics Department, Guangdong Provincial Hospital of Traditional Chinese Medicine, The Second Affiliated Hospital of Guangzhou University of Chinese Medicine;3. Pingxiang University
基金项目:supported by the National Natural Science Foundation of China (Nos. 22071242 and 21871260);;Fujian Natural Science Foundation (No.2018J05035);;Science and Technology Research Program of the Education Department of Jiangxi Province (No. GJJ1991151);
摘    要:Copper-catalyzed divergent annulations between α-diketones and alkynyl α-diketones have been achieved, delivering a series of highly functionalized and biologically important cis-hexahydro-2Hcyclopentab]furan(HCPF) and 2-hydroxydihydrofuran-3(2H)-one(HDFO) products with high levels of stereoselectivity under identical conditions. The protocol features the use of earth-abundant copper catalyst, mild conditions, shortening synthetic routes in constructing different molecular frameworks, and reduc...

收稿时间:11 October 2021

Copper-catalyzed diversified annulations between α-diketones and alkynyl α-diketones
Xiangwen Kong,Fang Yu,Shengtong Niu,Fan Gong,Shuang Yang,Jinggong Liu,Benlong Luo,Xinqiang Fang.Copper-catalyzed diversified annulations between α-diketones and alkynyl α-diketones[J].Chinese Chemical Letters,2022,33(6):2997-3002.
Affiliation:1. State Key Laboratory of Structural Chemistry, and Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, University of Chinese Academy of Sciences, Fuzhou 350100, China;2. Pingxiang University, Pingxiang 337055, China;3. Orthopedics Department, Guangdong Provincial Hospital of Traditional Chinese Medicine, The Second Affiliated Hospital of Guangzhou University of Chinese Medicine, Guangzhou 510120, China
Abstract:Copper-catalyzed divergent annulations between α-diketones and alkynyl α-diketones have been achieved, delivering a series of highly functionalized and biologically important cis-hexahydro-2H-cyclopentab]furan (HCPF) and 2-hydroxydihydrofuran-3(2H)-one (HDFO) products with high levels of stereoselectivity under identical conditions. The protocol features the use of earth-abundant copper catalyst, mild conditions, shortening synthetic routes in constructing different molecular frameworks, and reducing the corresponding possible waste production. The substituents of the nucleophilic α-diketones play crucial roles in switching the reaction pathways.
Keywords:
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