Regular Article

Enantiomer separation of 1,4-sulfanylalcohols by conventional and low-temperature gas chromatography

  1. Jean-Jacques Filippi1,
  2. Xavier Fernandez2,
  3. André-Michel Loiseau2,
  4. Louisette Lizzani-Cuvelier2,
  5. Uwe J. Meierhenrich2,*

Article first published online: 26 APR 2006

DOI: 10.1002/chir.20288

Issue

Chirality

Chirality

Special Issue: Proceedings from the Seventeenth International Symposium on Chirality (ISCD-17), Parma, Italy, 2005

Volume 18, Issue 7, pages 558–561, 2006

Additional Information

How to Cite

Filippi, J.-J., Fernandez, X., Loiseau, A.-M., Lizzani-Cuvelier, L. and Meierhenrich, U. J. (2006), Enantiomer separation of 1,4-sulfanylalcohols by conventional and low-temperature gas chromatography. Chirality, 18: 558–561. doi: 10.1002/chir.20288

Author Information

  1. 1

    Universität Hohenheim, Bioanorganische Chemie, Stuttgart, Germany

  2. 2

    Université de Nice–Sophia Antipolis, Faculté des Sciences, Nice, France

*Université de Nice–Sophia Antipolis, CNRS UMR 6001, LCMBA, Faculté des Sciences, Parc Valrose, F-06108 Nice Cedex 2, France

Publication History

  1. Issue published online: 15 MAY 2006
  2. Article first published online: 26 APR 2006
  3. Manuscript Accepted: 3 MAR 2006
  4. Manuscript Received: 31 OCT 2005

Funded by

  • Deutsche Forschungsgemeinschaft

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Keywords:

  • gas chromatography (GC);
  • low-temperature GC;
  • sulfanylalcohols;
  • flavours;
  • fragrances

Abstract

Since 1990, the family of organosulfur molecules has assumed increasing importance in pheromone, flavour, and fragrance chemistry. Depending on the constitution of the functional groups, various volatile sulfur-containing compounds are chiral. However, hitherto it has been impossible to study the chirality of 1,4-sulfanylalcohols, since no adequate enantioselective analytical technique has been available. Here we report on the enantiomer separation of ten volatile 1,4-sulfanylalcohol homologues by applying an heptakis(6-O-tert-butyldimethylsilyl-2,3-di-O-methyl)-β-cyclodextrin phase, involving in some cases the use of a low-temperature gas chromatographic (ltGC) technique. The results are expected to open research potential on the asymmetry of volatile organosulfur molecules, particularly in the fields of pheromone, flavour, and fragrance research. Chirality 18:559–561, 2006. © 2006 Wiley-Liss, Inc.

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