Palladium-Catalyzed Asymmetric Cascade Intramolecular Cyclization/Intermolecular Michael Addition Reaction of Allenyl Benzoxazinones with 1-Azadienes
Huawei Lin, Xianru Yang, Wenyue Ning, Xiaofang Huang, Xiaoqun Cao, Yanqing Ge, Biming Mao, Chang Wang, Hongchao Guo, Chunhao Yuan
Abstract
We herein designed and synthesized allenyl benzoxazinones of a novel type, which were then involved in a Pd-catalyzed asymmetric cascade intramolecular cyclization/intermolecular Michael addition reaction with 1-azadienes. A broad range of chiral C2-functionalized quinoline derivatives were afforded in moderate to good yields (up to 93%) with high enantioselectivities (up to 93% ee) in this reaction.
Topics & Concepts
Intramolecular forceIntermolecular forceChemistryCascadeCatalysisQuinolinePalladiumMichael reactionCombinatorial chemistryMedicinal chemistryOrganic chemistryMoleculeChromatographyCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCyclopropane Reaction Mechanisms