Lipase-Catalyzed Dynamic Combinatorial Resolution and the Synthesis of Heteroaromatic Cyanohydrin Ester Enantiomers

Lipases: Valuable catalysts for dynamic kinetic resolutions

“…Reversible base-catalyzed formation of cyanohydrins in situ from prochiral aldehydes and cyanide group donors, such as 2-hydroxy-2-methylpropanenitrile, has been performed concurrently with enantioselective lipase-catalyzed acylation resulting in DKR of aliphatic and aromatic (Paizs et al, 2003(Paizs et al, , 2004Sakai et al, 2008;Sundell et al, 2013;Veum and Hanefeld, 2004; cyanohydrins. This method was successfully applied in the preparation of chiral phenonothiazinic cyanohydrins, which are useful intermediates in the synthesis of bioactive substances (Fig.…”

Silver-catalyzed dynamic systemic resolution of α-iminonitriles in a 1,3-dipolar cycloaddition process

“…If the kinetic steps are selective, complete amplification of the best fitting species will occur essentially regardless of the thermodynamic equilibrium. 7,17,[23][24][25][26][27][28][29] In addition to developing methods to explore the features and properties of complex systems per se, this resolution concept also enables efficient screening and identification of components and conditions of synthetic processes. We have, for example, more recently explored dynamic systemic resolution for asymmetric heterocycle synthesis using biocatalytic action.…”