40023-79-8Relevant 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.
A general method for the one-pot reductive functionalization of secondary amides
Huang, Pei-Qiang,Huang, Ying-Hong,Xiao, Kai-Jiong,Wang, Yu,Xia, Xiao-Er
, p. 2861 - 2868 (2015/03/18)
A one-pot reaction for the transformation of common secondary amides into amines with C-C bond formation is described. This method consists of in situ amide activation with Tf2O-partial reduction-addition of C-nucleophiles. The method is general in scope, which allows employing both hard nucleophiles (RMgX, RLi) and soft nucleophiles, as well as enolates. With the use of soft nucleophiles, the reaction proceeded with high chemoselectivity at a secondary amide in the presence of ester, cyano, nitro, and tertiary amide groups.
