Abstract
In order to obtain optically active fluorinated propargyl alcohols, a lipase-catalyzed kinetic resolution has been carried out. The effect of lipase types, organic solvents, reaction temperature, and acyl donors was examined in the lipase-catalyzed transesterification of 1,1,1-trifluoro-4-phenyl-3-butyn-2-ol. Various enantiomerically pure fluorinated propargyl alcohols have been successfully prepared in good enantiomeric excess (>84%) by Novozym 435-catalyzed transesterification with vinyl butanoate at 60 °C in n-hexane. In some cases, the enantiomeric purities were excellent (>99% ee).
| Original language | English |
|---|---|
| Pages (from-to) | 1109-1114 |
| Number of pages | 6 |
| Journal | Tetrahedron Asymmetry |
| Volume | 20 |
| Issue number | 10 |
| DOIs | |
| Publication status | Published - 2009 Jun 5 |
ASJC Scopus subject areas
- Catalysis
- Inorganic Chemistry
- Organic Chemistry
- Physical and Theoretical Chemistry
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Ko, S. J., Lim, J. Y., Jeon, N. Y., Won, K., Ha, D-C., Kim, B. T., & Lee, H. (2009). Kinetic resolution of fluorinated propargyl alcohols by lipase-catalyzed enantioselective transesterification. Tetrahedron Asymmetry, 20(10), 1109-1114. https://doi.org/10.1016/j.tetasy.2009.03.041