Catalysis Letters, Vol.144, No.11, 1797-1802, 2014
Oxidative Kinetic Resolution of Secondary Alcohols with Salen-Mn(III)/NBS/NaClO System
The oxidative kinetic resolution of racemic secondary alcohols was efficiently catalyzed by a chiral Mn(III)-salen complex using sodium hypochlorite (NaClO) as an oxidant in the presence of 8 mol% N-bromosuccinimide (NBS) in a dichloromethylene-water mixture solvent at room temperature. Excellent ee's (up to 99 %) of chiral secondary alcohols were achieved in most cases. Chiral Mn(III)-salen complex catalyzed oxidative kinetic resolution (OKR) of secondary alcohols has been achieved with sodium hypochlorite as an oxidant in the presence of a catalytic amount of N-bromosuccinimide. This novel protocol is very efficient for the OKR of a variety of secondary alcohols.
Keywords:Enantioselective oxidation;Chiral Mn(III)-salen complex;Sodium hypochlorite;N-bromosuccinimide;Secondary alcohols