C- Alkylation ketones

Comparison of the bonds present in the O-alkylation product with those in the C-alkylated ketone show that the ketone is considerably more stable because of the strength of the carbonyl bond ... 

The second of the three reactions described above (i.e., alcohol-alcohol coupling reactions to afford ketones) provides another route for the construction of C-alkylated ketones via the formation of two distinct aldehydes from the different alcohols [58-68]. 

The alcohol-alcohol coupling reaction involves the following steps (Schemes 3, 4) (1) the initial simultaneous transition-metal-catalyzed dehydrogenation of the two different alcohols to afford the corresponding carbonyl compounds and metal halide and (2) the aldol condensation of the carbonyl compounds and the subsequent hydrogenation of the resulting unsaturated carbonyl compounds in a similar manner to that described above for the ketone a-alkylation reaction (Schemes 3, 4) to give the C-alkylated ketone product. 

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