Skip to main content

Thank you for visiting nature.com. You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

  • News & Views
  • Published:

Cross-coupling

The final frontier

Cross-coupling between a racemic secondary alkyl halide and an alkyl borane to produce an enantioenriched alkyl–alkyl product is one of the final substrate combinations to succumb to the synthetically powerful Suzuki–Miyaura methodology.

This is a preview of subscription content, access via your institution

Relevant articles

Open Access articles citing this article.

Access options

Buy this article

Prices may be subject to local taxes which are calculated during checkout

Figure 1: γ- and δ-functionalization of carbonyl compounds.

References

  1. Denmark, S. E., Heemstra, J. R., Jr & Beutner, G. L. Angew. Chem. Int. Ed. 44, 4682–4698 (2005).

    Article  CAS  Google Scholar 

  2. Zultanski, S. L. & Fu, G. C. J. Am. Chem. Soc. 133, 15362–15364 (2011).

    Article  CAS  Google Scholar 

  3. Imao, D., Glasspoole, B. W., Laberge, V. S. & Crudden, C. M. J. Am. Chem. Soc. 131, 5024–5025 (2009).

    Article  CAS  Google Scholar 

  4. Dreher, S. D., Dormer, P. G., Sandrock, D. L. & Molander, G. A. J. Am. Chem. Soc. 130, 9257–9259 (2008).

    Article  CAS  Google Scholar 

  5. Ohmura, T., Awano, T. & Suginome, M. J. Am. Chem. Soc. 132, 13191–13193 (2010).

    Article  CAS  Google Scholar 

  6. Lee, J. C. H., McDonald, R. & Hall, D. G. Nature Chem. 3, 894–899 10.1038/nchem.1150(2011).

    Article  CAS  Google Scholar 

  7. Zhou, J. & Fu, G. C. J. Am. Chem. Soc. 126, 1340–1341 (2004).

    Article  CAS  Google Scholar 

  8. Saito, B. & Fu, G. C. J. Am. Chem. Soc. 130, 6694–6695 (2008).

    Article  CAS  Google Scholar 

  9. Owston, N. A. & Fu, G. C. J. Am. Chem. Soc. 132, 11908–11909 (2010).

    Article  CAS  Google Scholar 

  10. Lu, Z., Wilsily, A. & Fu, G. C. J. Am. Chem. Soc. 133, 8154–8157 (2011).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Cathleen M. Crudden.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Glasspoole, B., Crudden, C. The final frontier. Nature Chem 3, 912–913 (2011). https://doi.org/10.1038/nchem.1210

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1038/nchem.1210

This article is cited by

Search

Quick links

Nature Briefing

Sign up for the Nature Briefing newsletter — what matters in science, free to your inbox daily.

Get the most important science stories of the day, free in your inbox. Sign up for Nature Briefing