142968-06-7Relevant academic research and scientific papers
Enantioselective reduction of: N -alkyl ketimines with frustrated Lewis pair catalysis using chiral borenium ions
Mercea, Dan M.,Howlett, Michael G.,Piascik, Adam D.,Scott, Daniel J.,Steven, Alan,Ashley, Andrew E.,Fuchter, Matthew J.
supporting information, p. 7077 - 7080 (2019/06/20)
Enantioselective reduction of ketimines was demonstrated using chiral N-heterocyclic carbene (NHC)-stabilised borenium ions in frustrated Lewis pair catalysis. High levels of enantioselectivity were achieved for substrates featuring secondary N-alkyl substituents. Comparative reactivity and mechanistic studies identify key determinants required to achieve useful enantioselectivity and represent a step forward in the further development of enantioselective FLP methodologies.
Disulfonimide-Catalyzed Asymmetric Reduction of N-Alkyl Imines
Wakchaure, Vijay N.,Kaib, Philip S. J.,Leutzsch, Markus,List, Benjamin
supporting information, p. 11852 - 11856 (2015/10/05)
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. A chiral disulfonimide (DSI)-catalyzed asymmetric reduction of N-alkyl imines with Hantzsch esters as a hydrogen source in the presence of Boc2O was developed. The reaction delivers Boc-protected N-alkyl amines with excellent yields and enantioselectivity. The method was successfully applied to the synthesis of the pharmaceuticals (S)-Rivastigmine, NPS R-568 Hydrochloride, and (R)-Fendiline.
Stereochemical Study of Imines and their N-Borane Adducts by 1H, 11B, 13C and 15N NMR
Ariza-Castolo, Armando,Paz-Sandoval, M. Angeles,Contreras, Rosalinda
, p. 520 - 526 (2007/10/02)
The synthesis and NMR spectra of the N-borane adducts of two diimines, N-borane-bis(α-phenylethylidene)ethylenediamine and N-borane-bis(α-phenylbenzylidene)ethylenediamine, and four imines, N-borane-α-methylethylidene-2-phenylethylamine, two N-borane-α-ph
