Hydroxynitrile lyase-catalyzed enzymatic nitroaldol (Henry) reaction

被引：102

作者：

Gruber-Khadjawi, Mandana

Purkarthofer, Thomas

Skranc, Wolfgang

Griengl, Herfried

机构：

[1] Graz Univ Technol, Inst Organ Chem, A-8010 Graz, Austria

[2] Res Ctr Appl Biocatalysis, A-8010 Graz, Austria

[3] DSM Fine Chem Austria, R&D Ctr Linz, A-4021 Linz, Austria

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2007年 / 349卷 / 8-9期

关键词：

biotransformations; C-C bond formation; Henry reaction; hydroxynitrile lyase; beta-nitro alcohols; stereoselectivity;

D O I：

10.1002/adsc.200700064

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The hydroxynitrile lyase from Hevea brasiliensis not only catalyzes - according to the natural activity of this enzyme - the formation and cleavage of cyanohydrins but also the reaction of nitroalkanes with aldehydes (Henry reaction). This is the first example of an enzymatic nitroaldol reaction. With nitromethane and nitroethane a broad range of aldehydes can be transformed into the corresponding nitro alcohols in yields up to 77 % and enantiomeric excess (ee) up to 99 %.

引用

页码：1445 / 1450

页数：6

共 54 条

[1]

[Anonymous], COMPREHENSIVE ASYMME

[2] Strategies for altering enzyme reaction specificity for applied biocatalysis [J].