News & Views | Published:

ORGANOMETALLIC CHEMISTRY

Strained boronates do the trick

Strained boronate complexes have now been shown to enable an unprecedented cross-coupling reaction across a C–C σ-bond. Using this approach, highly functionalized cyclobutanes can be prepared with excellent stereocontrol from readily available reagents.

Access optionsAccess options

Rent or Buy article

Get time limited or full article access on ReadCube.

from$8.99

All prices are NET prices.

References

  1. 1.

    De Meijere, A., Bräse, S. & Oestreich, M. (eds) Metal Catalyzed Cross-Coupling Reactions and More (Wiley, London, 2013).

  2. 2.

    Miyaura, N. & Suzuki, A. Chem. Rev. 95, 2457–2483 (1995).

  3. 3.

    Mangano, J. & Dunetz, J. R. Chem. Rev. 111, 2177–2250 (2011).

  4. 4.

    Lennox, A. J. J. & Lloyd-Jones, G. C. Chem. Soc. Rev. 43, 412–443 (2014).

  5. 5.

    Zhang, L. et al. Science 351, 70–74 (2016).

  6. 6.

    Fawcett, A., Biberger, T. & Aggarwal, V. K. Nat. Chem. https://doi.org/10.1038/s41557-018-0181-x (2018).

  7. 7.

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

  8. 8.

    Taylor, R. D., MacCoss, M. & Lawson, A. D. G. J. Med. Chem. 57, 5845–5859 (2014).

  9. 9.

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

  10. 10.

    Sandford, C. & Aggarwal, V. K. Chem. Commun. 53, 5481–5494 (2017).

Download references

Author information

Correspondence to Mariola Tortosa.

Rights and permissions

Reprints and Permissions

About this article

Verify currency and authenticity via CrossMark
Fig. 1: Comparison between the conjunctive cross-coupling as described by Morken and the carbopalladation of strained σ-bonds as reported by Aggarwal.