147021-76-9Relevant articles and documents
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.
Enantioselective conjugate addition to cyclic enones with scalemic lithium organo(amido)cuprates, part IV. Relationship between ligand structure and enantioselectivity
Rossiter, Bryant E.,Eguchi, Masakatsu,Miao, Guobin,Swingle, Nicole M.,Hernandez, Amelia E.,Vickers, Denise,Fluckiger, Ezdan,Greg Patterson,Vasavi Reddy
, p. 965 - 986 (2007/10/02)
Scalemic lithium amides derived from primary and secondary amines react with organocopper compounds in ether or dimethyl sulfide to form lithium organo(amido)cuprates capable of enantioselective conjugate addition to 2-cycloalkenones. The most successful heterocuprate, in which the chiral ligand is (S)-N-methyl-1-phenyl-2-(1-piperidinyl)ethanamine, (S)-MAPP, 13, reacts with cyclic enones to form products with up to 97% ee. Nonlinear asymmetric induction was observed with the cuprate formed from ligand 13.
