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  Disulfonimide-Catalyzed Asymmetric Reduction of N-Alkyl Imines

Wakchaure, V. N., Kaib, P. S. J., Leutzsch, M., & List, B. (2015). Disulfonimide-Catalyzed Asymmetric Reduction of N-Alkyl Imines. Angewandte Chemie International Edition, 54(40), 11852-11856. doi:10.1002/anie.201504052.

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 Creators:
Wakchaure, Vijay N.1, Author              
Kaib, Philip S. J.1, Author              
Leutzsch, Markus1, Author              
List, Benjamin1, Author              
Affiliations:
1Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585              

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Free keywords: Brønsted acids; disulfonimide; N-alkyl amines; organocatalysis; reduction
 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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Language(s): eng - English
 Dates: 2015-05-042015-08-142015-09-28
 Publication Status: Published in print
 Pages: 5
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: ISI: 26382289
DOI: 10.1002/anie.201504052
 Degree: -

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Title: Angewandte Chemie International Edition
  Abbreviation : Angew. Chem., Int. Ed.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 54 (40) Sequence Number: - Start / End Page: 11852 - 11856 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851