Catalyst development for organocatalytic hydrosilylation of aromatic ketones and ketimines |
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Authors: | Malkov Andrei V Stewart-Liddon Angus J P McGeoch Grant D Ramírez-López Pedro Kočovský Pavel |
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Institution: | Department of Chemistry, WestChem, Joseph Black Building, University of Glasgow, Glasgow G12 8QQ, Scotland, UK. |
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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). |
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