Enantioselective Allylation, Crotylation, and Reverse Prenylation of Substituted Isatins: Iridium-Catalyzed C----C Bond-Forming Transfer Hydrogenation

Oxindoles with a twist: Transfer hydrogenation of substituted isatins in the presence of allyl acetate, α‐methyl allyl acetate, or 1,1,‐dimethylallene using an cyclometalated iridium catalyst, provides products of carbonyl allylation, crotylation, and reverse prenylation, respectively, in highly enantiomerically enriched form. These studies represent the first use of activated ketones as electrophilic partners in asymmetric CC bond‐forming transfer hydrogenation.