title: Disulfonimide-Catalyzed Asymmetric Reduction of N-Alkyl Imines.
abstract: A chiral disulfonimide (DSI)-catalyzed asymmetric reduction of N-alkyl imines with Hantzsch esters as a hydrogen source in the presence of Boc2 O has been developed. The reaction delivers Boc-protected N-alkyl amines with excellent yields and enantioselectivity. The method tolerates a large variety of alkyl amines, thus illustrating potential for a general reductive cross-coupling of ketones with diverse amines, and it was applied in the synthesis of the pharmaceuticals (S)-Rivastigmine, NPS R-568 Hydrochloride, and (R)-Fendiline.
authors.affiliation: Max-Planck-Institut für Kohlenforschung, Kaiser -Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany).
authors.forename: Vijay N
authors.initials: VN
authors.lastname: Wakchaure
authors.affiliation: Max-Planck-Institut für Kohlenforschung, Kaiser -Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany).
authors.forename: Philip S J
authors.initials: PS
authors.lastname: Kaib
authors.affiliation: Max-Planck-Institut für Kohlenforschung, Kaiser -Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany).
authors.forename: Markus
authors.initials: M
authors.lastname: Leutzsch
authors.affiliation: Max-Planck-Institut für Kohlenforschung, Kaiser -Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany). list@kofo.mpg.de.
authors.forename: Benjamin
authors.initials: B
authors.lastname: List
keywords: Brønsted acids; N-alkyl amines; disulfonimide; organocatalysis; reduction