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.

Organic chemistry

How to beat an alcohol problem

Some alcohols can't be made in a way that controls the crucial arrangement of chemical groups in the molecule. A reaction that uses common laboratory reagents offers a practical route to these compounds.

Your institute does not have access to this article

Access options

Buy article

Get time limited or full article access on ReadCube.

$32.00

All prices are NET prices.

Figure 1: Preparing single enantiomers of tertiary alcohols.

References

  1. Eliel, E. L. & Wilen, S. H. Stereochemistry of Organic Compounds (Wiley, 1994).

    Google Scholar 

  2. Walsh, P. J. & Kozlowski, M. C. Fundamentals of Asymmetric Catalysis (Univ. Sci. Books, 2008).

    Google Scholar 

  3. Biocatalysis (Nature Insight) Nature 409, 225–268 (2001).

  4. Cox, G. B. (ed.) Preparative Enantioselective Chromatography (Blackwell, 2005).

    Book  Google Scholar 

  5. Jacques, J., Collet, A. & Wilen, S. H. Enantiomers, Racemates and Resolutions (Wiley, 1981).

    Google Scholar 

  6. Stymiest, J. L., Bagutski, V., French, R. M. & Aggarwal, V. K. Nature 456, 778–782 (2008).

    ADS  CAS  Article  Google Scholar 

  7. Leitereg, T. J., Guadangi, D. G., Harris, J., Mon, T. R. & Teranishi, R. J. Agric. Food Chem. 19, 785–787 (1971).

    CAS  Article  Google Scholar 

  8. Rouhi, M. Chem. Eng. News 83 (25), 122–123 (2005).

    Article  Google Scholar 

  9. http://www.fda.gov/cder/guidance/stereo.htm

  10. Riant, O. & Hannedouche, J. Org. Biomol. Chem. 5, 873–888 (2007).

    CAS  Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Hansen, K. How to beat an alcohol problem. Nature 456, 711–712 (2008). https://doi.org/10.1038/456711a

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1038/456711a

Further reading

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