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Herein, a highly regio\u2010, enantio\u2010, and diastereoselective allylic alkylation of 3\u2010alkyl oxindoles through synergistic iridium and copper catalysis is described, which provides a series of 3,3\u2010disubstituted oxindole derivatives containing adjacent quaternary and tertiary stereogenic centers in excellent yields, enantiomeric excess, and diastereomeric ratio (for 30 examples, up to 97\u2009% yield, &gt;99\u2009% ee, and &gt;20\u2009:\u20091 dr). This method provides exclusive branched selectivity, excellent enantio\u2010 and diastereoselectivities, and good functional compatibility. 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