1. Enantioselective Reduction of Benzofuranyl Aryl Ketones.
- Author
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Carpenter, Ian and Clarke, Matthew L.
- Subjects
- *
ENANTIOSELECTIVE catalysis , *TRANSFER hydrogenation , *KETONES , *BENZOFURAN , *HYDROGENATION , *ELECTRONS - Abstract
Enantioselective transfer hydrogenation of benzofuranyl aryl ketones proceeds with moderate to good enantioselectivity even when the aryl group is not sterically differentiated by
ortho -substituents. The best results are obtained with substrates that are functionalised by electron-withdrawing aryl groups that contrast with the electron-rich benzofuran, which is consistent with [Ru-ArC-H]˙Ar π interactions acting as a control element. Enantioselective pressure hydrogenation gives lower enantioselectivity irrespective of electronic effects, unless the aryl group isortho -substituted, in which case up to 86% ee can be realised. [ABSTRACT FROM AUTHOR]- Published
- 2011
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