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Title: Catalyst development for organocatalytic hydrosilylation of aromatic ketones and ketimines
Authors: Malkov, Andrei V.
Stewart-Liddon, Angus J.P.
McGeoch, Grant D.
Ramirez-Lopez, Pedro
Kocovsky, Pavel
Keywords: Catalysis
Organocatalysis
Ketones
Ketimines
Issue Date: 2012
Publisher: © Royal Society of Chemistry
Citation: MALKOV, A.V. ... et al., 2012. Catalyst development for organocatalytic hydrosilylation of aromatic ketones and ketimines. Organic and Biomolecular Chemistry, 10 (25), pp. 4864-4877.
Abstract: A new family of Lewis basic 2-pyridyl oxazolines have been developed, which can act as efficient organocatalysts for the enantioselective reduction of prochiral aromatic ketones and ketimines with trichlorosilane, a readily available and inexpensive reagent. 1-Isoquinolyl oxazoline, derived from mandelic acid, was identified as the most efficient catalyst of the series, capable of delivering high enantioselectivities in the reduction of both ketones (up to 94% ee) and ketimines (up to 89% ee).
Sponsor: We thank the EPSRC for grant No. GR/S87294/01, GSK and EPSRC for an industrial CASE awards to A. J. P. S. L., the Ministry of Education and Science of Spain for a fellowship to PR-L, the Loughborough University, the University of Glasgow and Dr. Alfred Bader for additional support.
Version: Accepted for publication
DOI: 10.1039/c2ob25472g
URI: https://dspace.lboro.ac.uk/2134/15478
Publisher Link: http://dx.doi.org/10.1039/c2ob25472g
ISSN: 1477-0520
Appears in Collections:Published Articles (Chemistry)

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