Leading Question

Conversion of a Ketone to the Corresponding Unsaturated Ketone Carbon atoms adjacent to the ketone can be deprotonated much more easily than other carbons due to a very significant resonance contributor involving the ketone functional group. As such, the ketone can encourage the formation of an alkene through the process of silylation. From this intermediate, Pd(OAc)2 aids in the subsequent oxidation of the carbon attached to the silyl ether group. The silyl group is removed after the palladium compound complexes to the alkenic p-orbital electrons. By observing a number of intermolecular reactions in equilibrium, beta hydride elimination occurs when palladium is connected to the alpha carbon. Elimination of the hydride occurs through the use of a hydride acceptor, such as FeCl3.


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