Skip to main content
Log in

Synthetic methodology

Copper for alkynylallylic substitution

  • News & Views
  • Published:

From Nature Synthesis

View current issue Submit your manuscript

Chiral tetrahedral carbon atoms bearing functional groups amenable to functionalization offer numerous synthetic opportunities. Catalysed by copper pyridine-bis(oxazoline) complexes, the developed alkynylallylic substitution provides 3-substituted 1,4-enynes with excellent regio- and stereocontrol.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1: Enantioselective alkynylallylic substitution.

References

  1. Tsuji, J., Takahashi, H. & Morikawa, M. Tetrahedron Lett. 6, 4387–4388 (1965).

    Article  Google Scholar 

  2. Trost, B. M. & Fullerton, T. J. J. Am. Chem. Soc. 95, 292–294 (1973).

    Article  CAS  Google Scholar 

  3. Pàmies, O. et al. Chem. Rev. 121, 4373–4505 (2021).

    Article  Google Scholar 

  4. Tsuji, H. & Kawatsura, M. Asian J. Org. Chem. 9, 1924–1941 (2020).

    Article  CAS  Google Scholar 

  5. Ma, J.-S. et al. Nat. Synth. https://doi.org/10.1038/s44160-022-00176-4 (2022).

    Article  Google Scholar 

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

    Article  CAS  Google Scholar 

  7. Shi, X., Gorin, D. J. & Toste, F. D. J. Am. Chem. Soc. 127, 5802–5803 (2005).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Jan H. van Maarseveen.

Ethics declarations

Competing interests

The author declares no competing interests.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

van Maarseveen, J.H. Copper for alkynylallylic substitution. Nat. Synth 2, 11–12 (2023). https://doi.org/10.1038/s44160-022-00192-4

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1038/s44160-022-00192-4

  • Springer Nature Limited

Navigation