Abstract
For the enhancement of enantioselectivity and acceleration of the reaction rate in the lipase-catalyzed resolution of primary alcohols, the use of a very low reaction temperature (-30 °C) and an immobilized lipase on organic bridges-coated porous ceramic support was found to be highly effective. Furthermore, the structure of the organic bridges greatly influenced the temperature effect between in E and 1/T as well as the reaction rate. Among the organic bridges examined in the resolution of (±)-2-hydroxymethyl-1,4-benzodioxane, the 6-(2-methylpropanoyloxy)hexylsilanetrioxyl bridge was the best choice for both the E value and the reaction rate at -30 °C.
| Original language | English |
|---|---|
| Pages (from-to) | 1441-1446 |
| Number of pages | 6 |
| Journal | Bulletin of the Chemical Society of Japan |
| Volume | 76 |
| Issue number | 7 |
| DOIs | |
| Publication status | Published - Jul 2003 |
ASJC Scopus subject areas
- Chemistry(all)
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Sakai, T., Hayashi, K., Yano, F., Takami, M., Ino, M., Korenaga, T., & Ema, T. (2003). Enhancement of the efficiency of the low temperature method for kinetic resolution of primary alcohols by optimizing the organic bridges in porous ceramic-immobilized lipase. Bulletin of the Chemical Society of Japan, 76(7), 1441-1446. https://doi.org/10.1246/bcsj.76.1441