Synfacts 2006(6): 0589-0589  
DOI: 10.1055/s-2006-934464
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Resolution of 2-Aminocyclohexanol Derivatives and Applications

Contributor(s): Mark Lautens, Yann Béthuel
I. Schiffers, T. Rantanen, F. Schmidt, W. Bergmans, L. Zani, C. Bolm*
RWTH Aachen, Germany
Further Information

Publication History

Publication Date:
19 May 2006 (online)

Significance

Enantioenriched β-amino alcohols are widely used ligands in asymmetric synthesis. Besides the numerous asymmetric approaches to these compounds, Bolm and coworkers describe the resolution of racemic 2-aminocyclohexanol derivatives with mandelic acid giving access to both enantiomers of the product in high yields and enantiomeric excesses with almost quantitative recovery of the chiral resolving agent. In addition, the ligand proved to be active in reactions such as phenyl transfer reactions to benzaldehydes and transfer hydrogenations of aryl ketones.