Investigation of Lewis Acid versus Lewis Base Catalysis in Asymmetric Cyanohydrin Synthesis

…, M Omedes??Pujol, C Williamson

Index: North, Michael; Omedes-Pujol, Marta; Williamson, Courtney Chemistry - A European Journal, 2010 , vol. 16, # 37 p. 11367 - 11375

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Citation Number: 22

Abstract

Abstract The asymmetric addition of trimethylsilyl cyanide to aldehydes can be catalysed by Lewis acids and/or Lewis bases, which activate the aldehyde and trimethylsilyl cyanide, respectively. It is not always apparent from the structure of the catalyst whether Lewis acid or Lewis base catalysis predominates. To investigate this in the context of using salen complexes of titanium, vanadium and aluminium as catalysts, a Hammett analysis of ...