Asymmetric organocatalytic reduction of ketimines with catecholborane employing a N-triflyl phosphoramide Bronsted acid as catalyst

The first asymmetric reduction of ketimines with catecholborane employing an enantiopure N-triflyl phosphoramide as the organocatalyst has been developed. Five mole % of the catalyst provides the corresponding secondary amines in very good to almost quantitative yields and good enantioselectivities up to 86:14 e.r. under mild reaction conditions. (C) 2012 Elsevier Ltd. All rights reserved.