Asymmetric Three‐Component Heck Arylation/Amination of Nonconjugated Cyclodienes
Dao-Yong Zhu, Zhiwei Jiao, Yonggui Robin, Théo P. Gonçalves, Kuo‐Wei Huang, Jianrong Steve Zhou
Abstract
Substituted cyclohexylamines are becoming increasingly important in drug discovery. Asymmetric Heck insertion/amination of nonconjugated cyclodienes proceeds to give 5-aryl cyclohexenylamines with good enantioselectivity and exclusive trans configurations. Primary and secondary anilines, indoline, and benzylamines are suitable amines. The weakly donating diphosphite Kelliphite forms a deep unsymmetrical pocket, which is essential for stereoselective anti attack of amines.
Topics & Concepts
IndolineAminationChemistryComponent (thermodynamics)StereoselectivityArylCombinatorial chemistryOrganic chemistryCatalysisAlkylThermodynamicsPhysicsAdvanced Synthetic Organic ChemistryCatalytic C–H Functionalization MethodsAsymmetric Synthesis and Catalysis