Collect. Czech. Chem. Commun. 2011, 76, 1239-1253
Published online 2011-09-26 22:26:54

Studies towards the N-acylative kinetic resolution of NOBIN

Stellios Arseniyadis, Mohan Mahesh, Paul McDaid, Thomas Hampel, Stephen G. Davey and Alan C. Spivey*

Department of Chemistry, Imperial College London, South Kensington Campus, London, SW7 2AZ, UK


An investigation into the N-acylation of atropisomeric anilines 8 and 2, which are related to NOBIN (1), catalysed by small molecule chiral pyridine-based nucleophilic catalysts is described. The first organocatalytic kinetic resolution (KR) of an atropisomeric aniline is described.

Keywords: Kinetic resolution; Atropisomerism; Asymmetric synthesis; Organocatalysis.

References: 57 live references.