36638-49-0Relevant articles and documents
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
supporting information, 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.
Lewis Acid-induced Nucleophilic Substitution Reactions of α-Nitro Sulphides
Ono, Noboru,Jun, Tuo Xiao,Hashimoto, Toshihoro,Kaji, Aritsune
, p. 947 - 948 (2007/10/02)
The nitro group of α-nitro sulphides is displaced by a cyano, allyl, or 2-oxocyclohexyl group on treatment with trimethylsilylcyanide, allyltrimethylsilane, or 1-trimethylsilyloxycyclohexene, respectively, in the presence of a Lewis acid.
Sulfenylation accompanied by dealkoxycarbonylation of β-keto esters, geminal diesters, and α-cyano ester in hexamethylphosphoric triamide (HMPA)
Asaoka,Miyake,Takei
, p. 3008 - 3010 (2007/10/12)
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