Catalyst development for organocatalytic hydrosilylation of aromatic ketones and ketimines

Malkov, A.V., Stewart-Liddon, A.J.P., McGeoch, G.D., Ramirez-Lopez, P. and Kocovsky, P. (2012) Catalyst development for organocatalytic hydrosilylation of aromatic ketones and ketimines. Organic and Biomolecular Chemistry, 10(25), pp. 4864-4877. (doi: 10.1039/C2OB25472G)

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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).

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Malkov, Dr Andrei and Kocovsky, Professor Pavel
Authors: Malkov, A.V., Stewart-Liddon, A.J.P., McGeoch, G.D., Ramirez-Lopez, P., and Kocovsky, P.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Organic and Biomolecular Chemistry
ISSN:1477-0520
ISSN (Online):1477-0539

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