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Nickel catalysis

Radical control for enantioselective Csp3–Csp3 cross-coupling

The enantioselective formation of Csp3–Csp3 bonds is still a substantial challenge in the synthesis of complex molecules. Now, a photocatalytic system has been developed for the enantioselective alkylation of α-amino Csp3−H bonds that promotes the generation of two different alkyl radicals, followed by their cross-coupling at a chiral nickel centre.

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Fig. 1: Photochemical enantioselective alkylation of α-amino Csp3–H bonds with redox-active esters.

References

  1. Choi, J. & Fu, G. C. Science 356, eaaf7230 (2017).

    Article  PubMed  PubMed Central  Google Scholar 

  2. Zhang, B. et al. Nature 606, 313–318 (2022).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  3. Aynetdinova, D. et al. Chem. Soc. Rev. 50, 5517–5563 (2021).

    Article  CAS  PubMed  Google Scholar 

  4. Smith, R. T. et al. J. Am. Chem. Soc. 140, 17433–17438 (2018).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  5. Vasilopoulos, A., Krska, S. W. & Stahl, S. S. Science 372, 398–403 (2021).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  6. Mao, E. & MacMillan, D. W. C. J. Am. Chem. Soc. 145, 2787–2793 (2023).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  7. Li, J. et al. Nat. Catal. https://doi.org/10.1038/s41929-024-01192-7 (2024).

    Article  PubMed  Google Scholar 

  8. Griego, L., Chae, J. B. & Mirica, L. M. Chem 10, 867–881 (2024).

    Article  CAS  Google Scholar 

Download references

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Correspondence to Liviu M. Mirica.

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Chae, J.B., Holm, A.R. & Mirica, L.M. Radical control for enantioselective Csp3–Csp3 cross-coupling. Nat Catal 7, 857–859 (2024). https://doi.org/10.1038/s41929-024-01208-2

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