Journal of Organic Chemistry p. 4640 - 4644 (1982)
Update date:2022-08-17
Topics:
Caporusso, Anna Maria
Giacomelli, Giampaolo
Lardicci, Luciano
The reaction between triisobutylaluminum and α,β-unsaturated ketones, in pentane at room temperature, leads to products which correspond to 1,2-reduction and 1,2-addition processes.The extent of such reactions is dependent on both the structure of the enone and the reagent-to-substrate ratio.Under the same experimental conditions, bis(N-methylsalicylaldimine)nickel catalyzes the conjugate reduction of α,β-enones by triisobutylaluminum; acyclic and cyclic enones have been converted into the corresponding saturated ketones in good to excellent yields.The catalytic process is discussed in terms of a catalytic cycle involving a hydridonickel species.
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