Diene-Ligated Iridium Catalyst for Allylation Reactions of Ketones and Imines

2009-03-05T00:00:00Z (GMT) by Timothy J. Barker Elizabeth R. Jarvo
[Ir(cod)Cl]2 is a highly reactive catalyst for allylation reactions of ketones using allylboronic ester. Mechanistic experiments are consistent with formation of a nucleophilic allyliridium(I) complex that is activated by the diene ligand toward attack of a ketone. Aryl and alkyl ketones react smoothly at room temperature. Aldimines also undergo allylation under these reaction conditions, requiring increased reaction times relative to the corresponding ketones.