Citation: Zhiheng Li, Danran Li, Huaming Xiang, Jian Huang, Yinuo Zheng, Cuiju Zhu, Xiuling Cui, Chao Pi, Hao Xu. Copper-catalyzed asymmetric propargylic substitution of anthrones and propargylic esters[J]. Chinese Chemical Letters, ;2022, 33(2): 867-870. doi: 10.1016/j.cclet.2021.08.009 shu

Copper-catalyzed asymmetric propargylic substitution of anthrones and propargylic esters

Zhiheng Li ^{a, 1} ,
Danran Li ^{b, 1} ,
Huaming Xiang ^b ,
Jian Huang ^b ,
Yinuo Zheng ^b ,
Cuiju Zhu ^b ,
Xiuling Cui ^a ,
Chao Pi ^{a, *,} ,
Hao Xu ^{b, *,}

a.
Green Catalysis Center, and College of Chemistry, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Key Laboratory of Applied Chemistry of Henan Universities, Zhengzhou University, Zhengzhou 450001, China
b.
Key Laboratory of Pesticides & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, China

pichao@zzu.edu.cn

hao.xu@ccnu.edu.cn

Received Date: 19 May 2021
Revised Date: 4 August 2021
Accepted Date: 5 August 2021
Available Online: 11 August 2021

Figures(5)

Anthrones are key structural motifs in many natural products, bioactive compounds and pharmaceutical chemicals. Earth-abundant-metal-catalyzed asymmetric functionalization of anthrones has not proved to be viable. Herein, we disclosed a highly enantioselective propargylic substitution of anthrones with propargylic esters using copper salts with chiral N, N, P-ligand. This strategy is amenable to a broad range of substrates, uses readily available starting materials, provides excellent yields with remarkable enantioselectivity under mild conditions, and enables attractive products diversification routes.
- Asymmetric catalysis,
- Propargylic substitution,
- Anthrones,
- Copper catalysis,
- Tridentate ligand
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