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 |
| Publication status | Published - 2003 |
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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. / Sakai, Takashi; Hayashi, Kyoko; Yano, Fumika; Takami, Mie; Ino, Megumi; Korenaga, Toshinobu; Ema, Tadashi.
In: Bulletin of the Chemical Society of Japan, Vol. 76, No. 7, 2003, p. 1441-1446.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - 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
AU - Sakai, Takashi
AU - Hayashi, Kyoko
AU - Yano, Fumika
AU - Takami, Mie
AU - Ino, Megumi
AU - Korenaga, Toshinobu
AU - Ema, Tadashi
PY - 2003
Y1 - 2003
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=0042662635&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0042662635&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:0042662635
VL - 76
SP - 1441
EP - 1446
JO - Bulletin of the Chemical Society of Japan
JF - Bulletin of the Chemical Society of Japan
SN - 0009-2673
IS - 7
ER -