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Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Disulfonimide-Catalyzed Asymmetric Reduction of N-Alkyl Imines
Vijay N Wakchaure1, Philip S J Kaib1, Markus Leutzsch1
1Max-Planck-Institut für Kohlenforschung, Kaiser -Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany).
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.
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