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Sequential enantioselective Ugi-4CR/post-Ugi transformation strategy: a precise construction of structurally diverse azaspiro polycyclic scaffolds

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Abstract

A privileged strategy has been developed for the precise construction of enantioenriched azaspiro polycyclic scaffolds. Structurally diverse azaspiro polycycles bearing multiple contiguous stereocenters are obtained with excellent results (up to 99:1 e.r., >95:5 d.r.) via sequential enantioselective four-component Ugi reactions/post-Ugi transformations with substrates containing prerequisite functional groups in the presence of anionic stereogenic-at-cobalt(III) complexes.

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (92156022), the Anhui Provincial Natural Science Funds (1908085J07, 1908085QB79, 2308085MB44, 2308085QB44), and the Shen-Nong Scholar Program of Anhui Agricultural University.

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Authors and Affiliations

  1. Department of Applied Chemistry, Anhui Province Engineering Laboratory for Green Pesticide Development and Application, Anhui Province Key Laboratory of Crop Integrated Pest Management, Anhui Agricultural University, Hefei, 230036, China

    Xiao-Bao Wu, Jun-Xiu Shi, Yi-Ming Ou, Hua-Jie Jiang, Yi-Jun Fang, Qi-Ming Wang, Quan Gao & Jie Yu

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  1. Xiao-Bao Wu
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Correspondence to Hua-Jie Jiang or Jie Yu.

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Supporting information The supporting information is available online at chem.scichina.com and link.springer.com/journal/11426. The supporting materials are published as submitted, without typesetting or editing. The responsibility for scientific accuracy and content remains entirely with the authors.

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Wu, XB., Shi, JX., Ou, YM. et al. Sequential enantioselective Ugi-4CR/post-Ugi transformation strategy: a precise construction of structurally diverse azaspiro polycyclic scaffolds. Sci. China Chem. 67, 576–586 (2024). https://doi.org/10.1007/s11426-023-1782-9

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