Cobalt-Catalyzed Asymmetric Reductive Dicarbofunctionalization of 1,3-Dienes with o-Bromoaryl Imines as a Bis-Electrophile

Herein, we report a cobalt-catalyzed asymmetric reductive 1,2-dicarbofunctionalization of 1,3-dienes employing obromoaryl 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.

Automated summary

Here, a cobalt-catalyzed asymmetric reductive 1,2-dicarbofunctionalization of 1,3-dienes using obromoaryl imines as a bis-electrophilic coupling partner is reported. This method provides a pathway to prepare disubstituted cis-indanes in high diastereo- and enantioselectivities under mild reaction conditions. The proposed reaction mechanism includes enantioselective intermolecular migratory insertion and diastereoselective intramolecular allylation as the key elementary steps.