Tetrahedron: Asymmetry

(E)-Selective hydrolysis of (E, Z)-α, β-unsaturated nitriles by the recombinant nitrilase AtNIT1 from Arabidopsis thaliana

F Effenberger, S Oßwald

文献索引：Effenberger, Franz; Osswald, Steffen Tetrahedron Asymmetry, 2001 , vol. 12, # 18 p. 2581 - 2587

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被引用次数: 25

摘要

From stereoisomeric α, β-unsaturated nitriles (E, Z)-1, the recombinant nitrilase AtNIT1 from Arabidopsis thaliana hydrolyses the (E)-isomers exclusively to the corresponding (E)- carboxylic acids (E)-2 with high specificity. The (E)-selectivity can also be utilised for the preparation of the isomerically pure nitriles (Z)-1. From (E, Z)-2-hydroxycinnamonitrile (E, Z)- 3, the otherwise difficult obtainable (Z)-3 was prepared in 66% isolated yield. With β, γ- ...