Chemistry of Natural Compounds

, Volume 48, Issue 5, pp 860–862 | Cite as

Asymmetric synthesis of (S)-2-sec-Butyl-4,5-dihydrothiazole, a pheromone component of the Mus musculus

  • C. F. Lu
  • F. Q. Hu
  • G. C. Yang
  • Z. X. Chen

The asymmetric synthesis of (S)-2-sec-butyl-4,5-dihydrothiazole, one of the pheromone components of the male mouse, Mus musculus, has been achieved by induction of chirality through stereoselective alkylation reaction using non-cross-linked polystyrene (NCPS) supported 2-phenylimino-2-oxazolidine as a chiral auxiliary. This method is efficient, and the chiral auxiliary can be recovered by simple filtration. The final product was obtained in 91% ee and 23% overall yield.


asymmetric synthesis pheromone mouse Mus musculus 



This work is supported by the National Natural Sciences Foundation of China (Nos. 20772026 and 21042005) and the Natural Sciences Foundation of Hubei Province in China (No. 2010CDA019).


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Copyright information

© Springer Science+Business Media New York 2012

Authors and Affiliations

  • C. F. Lu
    • 1
  • F. Q. Hu
    • 1
  • G. C. Yang
    • 1
  • Z. X. Chen
    • 1
  1. 1.Ministry-of-Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules & School of Chemistry and Chemical EngineeringHubei UniversityWuhanP, R. China

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