(S)-selective kinetic resolution and chemoenzymatic dynamic kinetic resolution of secondary alcohols

被引：88

作者：

Borén, L ^{[1
]}

Martín-Matute, B ^{[1
]}

Xu, YM ^{[1
]}

Córdova, A ^{[1
]}

Bäckvall, JE ^{[1
]}

机构：

[1] Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2006年 / 12卷 / 01期

关键词：

enzyme catalysis; kinetic resolution; metal catalysis; proteases; racemization;

D O I：

10.1002/chem.200500758

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(S)-Selective kinetic resolution was achieved through the use of a commercially available protease, which was activated with a combination of two different surfactants. The kinetic resolution (KR) process was optimized with respect to activation of the protease and to the acyl donor. The KR proved to be compatible with a range of functionalized sec-alcohols, giving good to high enantiomeric ratio values (up to > 200). The enzymatic resolution was combined with a rutheniumKeywords: enzyme catalysis kinetic resolution - metal catalysis proteases - racernization catalyzed racernization to give an (S)selective dynamic kinetic resolution (DKR) of sec-alcohols. The DKR process works under very mild reaction conditions to give the corresponding esters in high yields and with excellent enantioselectivities.

引用

页码：225 / 232

页数：8

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