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Issue 49, 2019
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Enantioselective reduction of N-alkyl ketimines with frustrated Lewis pair catalysis using chiral borenium ions

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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.

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

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Article information


Submitted
14 Apr 2019
Accepted
22 May 2019
First published
22 May 2019

Chem. Commun., 2019,55, 7077-7080
Article type
Communication

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

D. M. Mercea, M. G. Howlett, A. D. Piascik, D. J. Scott, A. Steven, A. E. Ashley and M. J. Fuchter, Chem. Commun., 2019, 55, 7077
DOI: 10.1039/C9CC02900A

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