Bis(oxazoline)-Cu(II) Catalyzed Highly Enantioselective Asymmetric 1,4-Conjugate Addition of <i>In Situ</i> Generated 3-Indole Imine Methides

generated 3-indole imine methides (3-IIMs) has been developed. The synergistic Lewis acid/Brønsted acid catalytic system enables the efficient construction of enantioenriched 3-indolyl derivatives featuring congested adjacent quaternary and tertiary stereocenters with excellent efficiency (up to >20:1 dr, 99% ee). This work not only provides a complementary and robust alternative to existing organocatalytic strategies for accessing chiral 3-indolyl scaffolds but also significantly enriches the synthetic chemistry of 3-indolylmethanols by expanding their asymmetric transformation repertoires.