Chiral Aluminum Complex Controls Enantioselective Nickel‐Catalyzed Synthesis of Indenes: C−CN Bond Activation
Tao Zhang, Yu‐Xin Luan, Sujuan Zheng, Qian Peng, Mengchun Ye
Abstract
A chiral aluminum complex controlled, enantioselective nickel-catalyzed domino reaction of aryl nitriles and alkynes proceeding by C-CN bond activation was developed. The reaction provides various indenes, bearing chiral all-carbon quaternary centers, under mild reaction conditions in yields of 32 to 91 % and ee values within the 73-98 % range. The reaction mechanism and aspects of stereocontrol were investigated by DFT calculations.
Topics & Concepts
Enantioselective synthesisNickelCatalysisChemistryArylDominoCombinatorial chemistryMedicinal chemistryQuaternary carbonReaction conditionsStereochemistryOrganic chemistryAlkylCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCyclopropane Reaction Mechanisms