Nitrilase-catalysed hydrolysis of cyanomethyl p-tolyl sulfoxide: stereochemistry and mechanism

P Kiełbasiński, M Rachwalski, M Mikołajczyk…

Index: Kielbasinski, Piotr; Rachwalski, Michal; Mikolajczyk, Marian; Rutjes, Floris P.J.T. Tetrahedron Asymmetry, 2008 , vol. 19, # 5 p. 562 - 567

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Citation Number: 9

Abstract

Several commercially available nitrilases have been used for the enantioselective hydrolysis of cyanomethyl p-tolyl sulfoxide into the corresponding amide and acid, which are formed in different proportions and with varying stereoselectivities, depending on the nitrilase involved. It was shown that the externally added amide is not transformed into the acid, which can be explained by assuming that both products must be produced in concurrent ...