Enantioselective reduction of N-alkyl ketimines with frustrated Lewis pair catalysis using chiral borenium ions

Dan Mercea, Michael Howlett, Adam Piascik, Daniel Scott, Alan Steven, Andrew Ashley, Matthew J. Fuchter

Research output: Contribution to journalArticlepeer-review

30 Citations (SciVal)

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.
Original languageEnglish
Pages (from-to)7077-7080
JournalChemical Communications
Volume55
DOIs
Publication statusPublished - 22 May 2019

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