Disulfonimide‐Catalyzed Asymmetric Reduction of  N ‐Alkyl Imines | Zendy

Wakchaure Vijay N. | Zendy; Kaib Philip S. J. | Zendy; Leutzsch Markus | Zendy; List Benjamin | Zendy

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Disulfonimide‐Catalyzed Asymmetric Reduction of N ‐Alkyl Imines

Author(s) -

Wakchaure Vijay N.,

Kaib Philip S. J.,

Leutzsch Markus,

List Benjamin

Publication year - 2015

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201504052

Subject(s) - alkyl , chemistry , catalysis , hydrochloride , organic chemistry , combinatorial chemistry , medicinal chemistry

A chiral disulfonimide (DSI)‐catalyzed asymmetric reduction of N ‐alkyl imines with Hantzsch esters as a hydrogen source in the presence of Boc 2 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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