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

Authors
  • Mercea, DM
  • Howlett, MG
  • Piascik, AD
  • Scott, DJ
  • Steven, A
  • Ashley, AE
  • Fuchter, MJ
Publication Date
May 22, 2019
Source
Spiral - Imperial College Digital Repository
Keywords
Language
English
License
Unknown

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.

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