An unexpected directing effect in the asymmetric transfer hydrogenation of α,α-disubstituted ketones

Org Lett. 2011 Aug 19;13(16):4304-7. doi: 10.1021/ol201643v. Epub 2011 Jul 14.

Abstract

α,α-Disubstituted ketones containing an aromatic ring or alkene are reduced in high enantiomeric excess using an asymmetric transfer hydrogenation catalyst. The sense of reduction indicates that the unsaturated region of the ketone adopts a position adjacent to the Ru-bound η(6)-arene ring in the reduction transition state.