Citation: 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. doi: 10.1016/j.cclet.2021.11.070 shu

Copper-catalyzed diversified annulations between α-diketones and alkynyl α-diketones

Xiangwen Kong ^a ,
Fang Yu ^a ,
Shengtong Niu ^a ,
Fan Gong ^a ,
Shuang Yang ^a ,
Jinggong Liu ^c ,
Benlong Luo ^{b, *,} ,
Xinqiang Fang ^{a, *,}

a.
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
b.
Pingxiang University, Pingxiang 337055, China
c.
Orthopedics Department, Guangdong Provincial Hospital of Traditional Chinese Medicine, The Second Affiliated Hospital of Guangzhou University of Chinese Medicine, Guangzhou 510120, China

20010060@pxu.edu.cn

xqfang@fjirsm.ac.cn

Received Date: 11 October 2021
Revised Date: 21 November 2021
Accepted Date: 23 November 2021
Available Online: 27 November 2021

Figures(7)

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-cyclopenta[b]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.
- Copper catalysis,
- α-Diketones,
- Diversified annulations,
- Substituents-controlled reactivities,
- Atom economy
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