100200-85-9Relevant academic research and scientific papers
Enantioselective Synthesis of α-Thiocarboxylic Acids by Nitrilase Biocatalysed Dynamic Kinetic Resolution of α-Thionitriles
Lauder, Kate,Anselmi, Silvia,Finnigan, James D.,Qi, Yuyin,Charnock, Simon J.,Castagnolo, Daniele
, p. 10422 - 10426 (2020/07/24)
The enantioselective synthesis of α-thiocarboxylic acids by biocatalytic dynamic kinetic resolution (DKR) of nitrile precursors exploiting nitrilase enzymes is described. A panel of 35 nitrilase biocatalysts were screened and enzymes Nit27 and Nit34 were found to catalyse the DKR of racemic α-thionitriles under mild conditions, affording the corresponding carboxylic acids with high conversions and good-to-excellent ee. The ammonia produced in situ during the biocatalytic transformation favours the racemization of the nitrile enantiomers and, in turn, the DKR without the need of any external additive base.
A Convenient Method for the Transformation of Alkenyl Sulfides to 2-(Phenylthio)alkanenitriles, Homoallyl Sulfides, and Thioacetals
Takeda, Takeshi,Kaneko, Yuichiro,Nakagawa, Hitoshi,Fujiwara, Tooru
, p. 1963 - 1966 (2007/10/02)
2-(Phenylthio)alkanenitriles, homoallyl sulfides, and thioacetals were obtained in good yields by the reaction of alkenyl sulfides with the corresponding silyl nucleophiles via thionium ion intermediates.
