Carbene-Catalyzed Enantioselective Addition of Benzylic Carbon to Unsaturated Acyl Azolium for Rapid Synthesis of Pyrrolo[3,2- c ]quinolines

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A carbene-catalyzed enantioselective addition of benzylic carbon to α,β-unsaturated acyl azolium intermediate generated via N -heterocyclic carbene catalysis is disclosed. This addition is followed by a stereoselective Mannich reaction and a chemo-selective lactam formation cascade to afford pyrrolo[3,2- c ]quinolones as the products with excellent yields and optical purities. This work constitutes an effective asymmetric benzyl sp 3 -carbon functionalization and single-step rapid access to multicyclic heterocycles bearing four contiguous chiral centers.