Skip to main content

Thank you for visiting 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.

Synthetic methodology

Chiral sulfinyls from sulfones

The selective removal of one oxygen atom from sulfones, without over-reduction to sulfide, is a challenging task. Now, through organocatalysis and incorporation of a cyano group into the sulfone, an asymmetric deoxygenation strategy has been developed, providing an efficient method for the synthesis of chiral sulfinyl compounds.

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

Access options

Rent or buy this article

Get just this article for as long as you need it


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

Fig. 1: Routes to chiral sulfinyl compounds.


  1. Capozzi, M. A. M. & Cardellicchio, C. in Chiral Building Blocks in Asymmetric Synthesis: Synthesis and Applications (eds Wojaczyńska, E. & Wojaczyński, J.) Ch. 13 (Wiley-VCH, 2022).

  2. Wojaczyńska, E. & Wojaczyński, J. Chem. Rev. 120, 4578–4611 (2020).

    Article  Google Scholar 

  3. Kaiser, D., Klose, I., Oost, R., Neuhaus, J. & Maulide, N. Chem. Rev. 119, 8701–8780 (2019).

    Article  CAS  Google Scholar 

  4. Colomer, I., Velado, M., Fernández de la Pradilla, R. & Viso, A. Chem. Rev. 117, 14201–14243 (2017).

    Article  CAS  Google Scholar 

  5. Otocka, S., Kwiatkowska, M., Madalińska, L. & Kiełbasiński, P. Chem. Rev. 117, 4147–4181 (2017).

    Article  CAS  Google Scholar 

  6. Maitro, G., Prestat, G., Madec, D. & Poli, G. Tetrahedron: Asymmetry 21, 1075–1084 (2010).

    Article  CAS  Google Scholar 

  7. Andersen, K. K. Tetrahedron Lett. 3, 93–95 (1962).

    Article  Google Scholar 

  8. Fernández, I., Khiar, N., Llera, J. M. & Alcudia, F. J. Org. Chem. 57, 6789–6796 (1992).

    Article  Google Scholar 

  9. Johnson, C. R., Jonsson, E. U. & Wambsgans, A. J. Org. Chem. 44, 2061–2065 (1979).

    Article  CAS  Google Scholar 

  10. Still, I. W. J. & Szilagyi, S. Synth. Commun. 9, 923–930 (1979).

    Article  CAS  Google Scholar 

  11. Still, I. W. J. & Ablenas, F. J. J. Org. Chem. 48, 1617–1620 (1983).

    Article  CAS  Google Scholar 

  12. Huang, S. et al. Nat. Chem. (2023).

Download references

Author information

Authors and Affiliations


Corresponding author

Correspondence to Elżbieta Wojaczyńska.

Ethics declarations

Competing interests

The authors declare no competing interests.

Rights and permissions

Reprints and Permissions

About this article

Verify currency and authenticity via CrossMark

Cite this article

Wojaczyńska, E., Wojaczyński, J. Chiral sulfinyls from sulfones. Nat. Chem. 15, 165–166 (2023).

Download citation

  • Published:

  • Issue Date:

  • DOI:


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