176503-80-3Relevant academic research and scientific papers
Asymmetric synthesis of chiral primary amines by transfer hydrogenation of N -(tert -Butanesulfinyl)ketimines
Guijarro, David,Pablo, Oscar,Yus, Miguel
supporting information; experimental part, p. 5265 - 5270 (2010/10/21)
(Figure presented) The diastereoselective reduction of (R)-N-(tert- butanesulfinyl)ketimines by a ruthenium-catalyzed asymmetric transfer hydrogenation process in isopropyl alcohol, followed by desulfinylation of the nitrogen atom, is an excellent method to prepare highly enantiomerically enriched α-branched primary amines (up to >99% ee) in short reaction times (1-4 h). (1S,2R)-1-Amino-2-indanol has been shown to be a very efficient ligand to perform this transformation. Ketimines bearing either an aryl or a heteroaryl group and an alkyl group as substituents of the iminic carbon atom are very good substrates for this process. The reduction of a dialkyl ketimine could also be achieved, affording the expected amine with moderate optical purity (69% ee). Some amines which are precursors of very interesting biologically and pharmacologically active compounds have been prepared in excellent yields and enantiomeric excesses.
New Route to N-(Dialkylaminoalkyl)benzamides
Sitsun', Van,Borisova, E. Ya.,Golovkov, P. V.,Burdelev, O. T.,Guzeneva, N. A.,et al.
, p. 1063 - 1065 (2007/10/03)
A new method is developed for preparing N-(dialkylaminoalkyl)benzamides with a secondary or tertiary carbon atom at the amide nitrogen atom by condensation of chloro alcohols with nitriles in strongly acidic media, followed by amination of the resulting c
