Enantioselective reduction of N-alkyl ketimines with frustrated Lewis pair catalysis using chiral borenium ions. Issue 49 (31st May 2019)

• Record Type: Journal Article
• Authors: Mercea, Dan M.; Howlett, Michael G.; Piascik, Adam D.; Scott, Daniel J.; Steven, Alan; Ashley, Andrew E.; Fuchter, Matthew J.
• Is Part Of: Chemical communications. Volume 55:Issue 49(2019)
• Page Start: 7077
• Page End: 7080
• Publication Date: 2019-05-31
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc02900a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Effective enantioselective reduction of ketimines has been demonstrated by 'frustrated' Lewis pair catalysis using an IBiox-stabilised borenium cation. Abstract : 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.