ORGN 540 |
| A novel conversion of alcohols to amides via oximes has been developed as part of a project concerning metal-catalyzed sequential reactions (Scheme 1). In this process an iridium catalyst mediates two key steps – oxidation of the alcohol via transfer hydrogenation and rearrangement of oxime to amide. This rearrangement reaction is general, highly selective and affords excellent yields under essentially neutral conditions. Ongoing investigations into this potentially significant transformation have identified a new ruthenium catalyst which is capable of effecting this rearrangement at drastically lower catalyst loading whilst maintaining excellent selectivity and functional group tolerance (Scheme 2). Studies concerning the mechanism and applications of this new catalytic system will be presented.
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Physical Organic Chemistry, Metal-Mediated Reactions, Asymmetric Reactions and Syntheses
8:00 PM-10:00 PM, Tuesday, August 21, 2007 BCEC -- Exhibit Hall - B2, Poster
Division of Organic Chemistry |
