Copper-Catalyzed Remote Regio- and Enantioselective Yne-Allylic Substitution of Coumarins

Copper-Catalyzed Remote Regio- and Enantioselective Yne-Allylic Substitution of Coumarins

Chiral coumarins and their derivatives are prominent bioactive structural units present in a wide range of natural products and pharmaceutical candidates. Therefore, the development of straightforward and efficient methodologies for the synthesis of readily functionalized chiral coumarins is of sign...

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Veröffentlicht in:Organic letters 2024-07, Vol.26 (28), p.5961-5965
Hauptverfasser: Yin, Tingrui, Zhao, Chunhui, Yao, Chaochao, Qian, Hao-Dong, Yuan, Zisai, Peng, Hao, Feng, Yadong, Xu, Hao
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container_end_page 5965
container_issue 28
container_start_page 5961
container_title Organic letters
container_volume 26
creator Yin, Tingrui
Zhao, Chunhui
Yao, Chaochao
Qian, Hao-Dong
Yuan, Zisai
Peng, Hao
Feng, Yadong
Xu, Hao
description Chiral coumarins and their derivatives are prominent bioactive structural units present in a wide range of natural products and pharmaceutical candidates. Therefore, the development of straightforward and efficient methodologies for the synthesis of readily functionalized chiral coumarins is of significant interest. Herein we report an enantioselective copper-catalyzed yne-allylic substitution of coumarins, resulting in a highly regioselective synthesis of diverse new classes of chiral coumarin derivatives with high efficiency and excellent functional group tolerance. Subsequent versatile transformations further demonstrate the substantial synthetic potential of this strategy in the field of biochemical research.
doi_str_mv 10.1021/acs.orglett.4c02012
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title Copper-Catalyzed Remote Regio- and Enantioselective Yne-Allylic Substitution of Coumarins
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