Ketones reactions with trialkylaluminum

Rearrangement alkylation of cycloalkylhydroxylamine carbonates." These hy-droxylamines, which can be prepared from cycloalkyl amines or cyclic ketones, on reaction with a trialkylaluminum rearrange to an a-alkyiated nitrogen-containing heterocycic. The complete sequence is formulated for synthesis of an a-alkylatcd piperidine (equation I). 

Sn 1 mechanism. The reaction can also be applied to primary and secondary alcohols if these contain an aryl group in the a position. Higher trialkylaluminums are far less suitable, because reduction competes with alkylation (see also reactions of Me3Al with ketones, 16-27, and with carboxylic acids, 16-33). The compound Me2TiCl2... 

Another route to aluminum enolates is through the reaction of ketones with a trialkylaluminum, usually trimethylaluminum (Scheme 30). ... 

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