title: Chemoselective organocatalytic aerobic oxidation of primary amines to secondary imines.
abstract: Biomimetic aerobic oxidation of primary benzylic amines has been achieved by using a quinone catalyst. Excellent selectivity is observed for primary, unbranched benzylic amines relative to secondary/tertiary amines, branched benzylic amines, and aliphatic amines. The exquisite selectivity for benzylic amines enables oxidative self-sorting within dynamic mixtures of amines and imines to afford high yields of cross-coupled imine products.
authors.affiliation: University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, USA.
authors.forename: Alison E
authors.initials: AE
authors.lastname: Wendlandt
authors.forename: Shannon S
authors.initials: SS
authors.lastname: Stahl