Synthesis of Mn-Salen Catalyst Bearing (1R,2R,3R,6R)-3,6-Dimethylcyclohexane-1,2-diamine as an Ethylenediamine Part and Its Application to Asymmetric Epoxidation

Abstract
The new Mn-salen catalysts bearing (1R,2R,3R,6R)-3,6-dimethylcyclohexane-1,2-diamine as an ethylenediamine part was found to show higher asymmetric induction in the epoxidation of conjugated cis-olefins than the Mn-salen catalyst bearing optically active cyclohexanediamine as an ethylenediamine part. This result supports our proposal that olefins approach metal-oxo bond along nitrogen-manganese bond axis in salen-catalyzed epoxidation.