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Click chemistry

Straining to react

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A new click-style reaction based on a strain-release amination strategy has been developed. This approach can be used to append small, strained ring systems onto a core scaffold.

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Figure 1: Adding additional strain elements to three-membered rings enhances chemical reactivity to a point where a wealth of new transformations becomes feasible.

References

  1. Kolb, H. C., Finn, M. G. & Sharpless, K. B. Angew. Chem. Int. Ed. 40, 2004–2021 (2001).

    Article  CAS  Google Scholar 

  2. Wiberg, K. B. Angew. Chem. Int. Ed. Engl. 25, 312–322 (1986).

    Article  Google Scholar 

  3. De Meijere, A., Kozhushkov, S. I. & Schill, H. Chem. Rev. 106, 4926–4996 (2006).

    Article  CAS  Google Scholar 

  4. Gianatassio, R. et al. Science 351, 241–246 (2016).

    Article  CAS  Google Scholar 

  5. Schreiber, S. L. Science 287, 1964–1969 (2000).

    Article  CAS  Google Scholar 

  6. Walczak, M. A. A., Krainz, T. & Wipf, P. Acc. Chem. Res. 48, 1149–1158 (2015).

    Article  CAS  Google Scholar 

  7. Yu, L., Liu, M., Chen, F. & Xu, Q. Org. Biomol. Chem. 13, 8379–8392 (2015).

    Article  CAS  Google Scholar 

  8. Petronijevic, F. R. & Wipf, P. J. Am. Chem. Soc. 133, 7704–7707 (2011).

    Article  CAS  Google Scholar 

  9. Chen, K., Sun, R., Wei, Y. & Shi, M. Org. Biomol. Chem. 11, 3949–3953 (2013).

    Article  CAS  Google Scholar 

  10. Brown, D. et al. J. Chem. Soc. Perkin Trans. 1 2014–2021 (2002).

    Article  Google Scholar 

  11. Nicolaou, K. C. et al. J. Am. Chem. Soc. 138, 1698–1708 (2016).

    Article  CAS  Google Scholar 

  12. Lovering, F., Bikker, J. & Humblet, C. J. Med. Chem. 52, 6752–6756 (2009).

    Article  CAS  Google Scholar 

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Correspondence to Peter Wipf.

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Milligan, J., Wipf, P. Straining to react. Nature Chem 8, 296–297 (2016). https://doi.org/10.1038/nchem.2485

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