Disulfonimide‐Catalyzed Asymmetric Reduction of N‐Alkyl Imines |
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Authors: | Dr Vijay N Wakchaure Philip S J Kaib Markus Leutzsch Prof?Dr Benjamin List |
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Institution: | Max‐Planck‐Institut für Kohlenforschung, Kaiser ‐Wilhelm‐Platz 1, 45470 Mülheim an der Ruhr (Germany) |
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Abstract: | A chiral disulfonimide (DSI)‐catalyzed asymmetric reduction of N‐alkyl imines with Hantzsch esters as a hydrogen source in the presence of Boc2O 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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Keywords: | Brø nsted acids disulfonimide N‐alkyl amines organocatalysis reduction |
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