146300-52-9Relevant articles and documents
Enzymatic resolution coupled with substrate racemization using a thioester substrate
Tan, Derek S.,Günter, Marco M.,Drueckhammer, Dale G.
, p. 9093 - 9094 (1995)
-
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.
Nonenzymatic dynamic kinetic resolution of α-(arylthio)- and α-(alkylthio)alkanoic acids
Yang, Xing,Birman, Vladimir B.
, p. 5553 - 5555 (2011/07/09)
Dynamic solution: The title acids undergo dynamic kinetic resolution during an enantioselective esterification catalyzed by (S)-homobenzotetramisole ((S)-HBTM; see scheme). This method extends the scope of the carboxylic acid derivatives that are amenable to the nonenzymatic version of this transformation. Copyright
