ORGN 319 |
| The introduction of an aryl group α to a carbonyl is a useful step in the preparation of a variety of biologically interesting compounds. The palladium-catalyzed α-arylation of ketones and esters, through their enolates, has received a great deal of attention lately. Despite these efforts, cyclopentanones remain one of the most difficult classes of ketones to arylate. Many of these methods suffer from the limitation of the relatively basic reactions conditions needed in order to prepare the enolate nucleophiles in-situ. The direct palladium-catalyzed α-arylation of enamines as an alternative route to α-aryl ketones has received very little attention and might be a way to circumvent the strong base problem. In an effort to overcome this problem we have been developing a method for the direct palladium-catalyzed α-arylation of unactivated enamines of cyclopentanone through the use of high-throughput screening. In this poster we will present the current scope and our efforts at scaling this process up.
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New Reactions and Methodology, Bioorganic Chemistry, Molecular Recognition and Self Assembly
8:00 PM-10:00 PM, Tuesday, 28 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster
Sci-Mix
Division of Organic Chemistry |
