133809-10-6Relevant academic research and scientific papers
Enantioselective synthesis of (R)-2-arylpropanenitriles catalysed by ene-reductases in aqueous media and in biphasic ionic liquid-water systems
Brenna, Elisabetta,Crotti, Michele,Gatti, Francesco G.,Manfredi, Alessia,Monti, Daniela,Parmeggiani, Fabio,Santangelo, Sara,Zampieri, Davila
, p. 2425 - 2431 (2014/08/18)
The enantioselective reduction of α-methylene nitrile derivatives catalysed by ene-reductases affords the corresponding (R)-2-arylpropanenitriles with high conversion values. The reaction is investigated either in aqueous medium (with an organic cosolvent or by loading the substrate onto hydrophobic resins) or in a biphasic ionic liquid-water system. The use of ionic liquids, herein with isolated ene-reductases, is found to improve the work-up and the substrate recovery method. The synthetic manipulation of the final chiral nitrile derivatives indicates how this biocatalysed method can be exploited for the preparation of a wide range of chiral compounds.
Enantioselective hydrolysis of various racemic α-substituted arylacetonitriles using Rhodococcus sp. CGMCC 0497
Wu, Zhong-Liu,Li, Zu-Yi
, p. 3305 - 3312 (2007/10/03)
The enantioselective hydrolysis of 17 racemic α-substituted arylacetonitriles by Rhodococcus sp. CGMCC 0497 is described. The corresponding (R)-amides and (S)-acids were obtained with excellent enantiomeric excess in most cases. The effect of steric and electronic factors on the outcome of the reactions are discussed here. The results prove that nitrile-converting enzymes are efficient tools for the synthesis of sterically unencumbered chiral α-arylpropionic acids and amides.
Process for the preparation of optically active 1-aryl-alkylamines
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, (2008/06/13)
Known (R)-1-aryl-alkylamines of the formula STR1 in which R1 and Ar have the meanings indicated in the description, are prepared by a new process, which comprises a) reacting a racemate of an ethyl or methyl 2-aryl-alkanoate of the formula STR2
MICROBIAL HYDROLYSIS AS A POTENT METHOD FOR THE PREPARATION OF OPTICALLY ACTIVE NITRILES, AMIDES AND CARBOXYLIC ACIDS
Kakeya, Hideaki,Sakai, Naoko,Sugai, Takeshi,Ohta, Hiromichi
, p. 1343 - 1346 (2007/10/02)
Many kinds of aromatic nitriles have been hydrolyzed to afford the corresponding amides and carboxylic acids, by the aid of enzyme system of Rhodococcus butanica.This enzymatic hydrolysis can be successfully applied to the kinetic resolution of α-arylpropionitriles, resulting in the formation of (R)-amides and (S)-carboxylic acids.
