Cobalt-Catalyzed Asymmetric Reductive Dicarbofunctionalization of 1,3-Dienes with <i>o</i>-Bromoaryl Imines as a Bis-Electrophile
Decai Ding, Linchuan Zhang, Hao Wen, Chuan Wang
Abstract
Herein, we report a cobalt-catalyzed asymmetric reductive 1,2-dicarbofunctionalization of 1,3-dienes employing o-bromoaryl imines as a bis-electrophilic coupling partner. This method provides an entry to prepare disubstituted cis-indanes in high diastereo- and enantioselectivities under mild reaction conditions. The proposed reaction mechanism consists of enantioselective intermolecular migratory insertion and diastereoselective intramolecular allylation as the key elementary steps.
Topics & Concepts
ElectrophileEnantioselective synthesisIntramolecular forceCobaltChemistryCatalysisIntermolecular forceElectrophilic aminationCombinatorial chemistryMedicinal chemistryStereochemistryOrganic chemistryMoleculeAminationCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and Catalysis