54088-65-2Relevant articles and documents
Cyanide-Free and Broadly Applicable Enantioselective Synthetic Platform for Chiral Nitriles through a Biocatalytic Approach
Betke, Tobias,Rommelmann, Philipp,Oike, Keiko,Asano, Yasuhisa,Gr?ger, Harald
supporting information, p. 12361 - 12366 (2017/09/06)
A cyanide-free platform technology for the synthesis of chiral nitriles by biocatalytic enantioselective dehydration of a wide range of aldoximes is reported. The nitriles were obtained with high enantiomeric excess of >90 % ee (and up to 99 % ee) in many cases, and a “privileged substrate structure” with respect to high enantioselectivity was identified. Furthermore, a surprising phenomenon was observed for the enantiospecificity that is usually not observed in enzyme catalysis. Depending on whether the E or Z isomer of the racemic aldoxime substrate was employed, one or the other enantiomer of the corresponding nitrile was formed preferentially with the same enzyme.
Efficient dehydration of aldoximes to nitriles with TiCl3(OTf)
Iranpoor,Zeynizadeh
, p. 2747 - 2752 (2007/10/03)
Aromatic, alicyclic, olefinic as well as heterocyclic aldoximes, were dehydrated to their corresponding nitriles with 0.15 molar equivalents of TiCl3(OTf) in sealed tube at 80 °C in 85-97% yield.
Oxidative Conversion of N,N-Dimethylhydrazones Derived from Aliphatic and Heteroaromatic Aldehydes into Nitriles with Hydrogen Peroxide or 3-Chloroperoxybenzoic Acid
Mlochowski, Jacek,Kloc, Krystian,Kubicz, Elzbieta
, p. 467 - 469 (2007/10/02)
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