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Recent advances in the construction of axially chiral arylpyrroles

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Abstract

Catalytic enantioselective preparation of axially chiral molecules has gained considerable interest over the past decades, due to their numerous applications in bioactive molecules, natural products, pharmaceuticals, materials, ligands, and catalysts. Compared with the well-established synthetic approaches for six-membered axially chiral skeletons, methodologies directed towards five-membered axially chiral compounds are relatively rare. Among these, axially chiral arylpyrroles are especially important structural motifs with wide utility, and the atroposelective synthesis of them is highly desirable. In recent years, novel strategies have been developed based on transition-metal catalysis and organocatalysis. This review summarizes the recent achievements in atroposelective preparation of arylpyrroles, by emphasizing the synthetic methods for each axially chiral framework, reaction mechanisms, and applications.

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (22125108, 92056104), the Fundamental Research Funds for the Central Universities (20720210002, 20720230003), and the National Science Fund for Fostering Talents in Basic Science (J1310024).

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Authors and Affiliations

  1. Key Laboratory of Chemical Biology of Fujian Province, State Key Laboratory of Physical Chemistry of Solid Surfaces, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, China

    Yang-Bo Chen, Ye-Nan Yang, Xuan-Zhu Huo, Long-Wu Ye & Bo Zhou

  2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China

    Long-Wu Ye

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  1. Yang-Bo Chen
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  2. Ye-Nan Yang
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  3. Xuan-Zhu Huo
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  5. Bo Zhou
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Correspondence to Bo Zhou.

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Chen, YB., Yang, YN., Huo, XZ. et al. Recent advances in the construction of axially chiral arylpyrroles. Sci. China Chem. 66, 2480–2491 (2023). https://doi.org/10.1007/s11426-023-1671-y

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