Nickel-Catalyzed Diastereoselective Cross-Electrophile Ring Opening of 7-Oxabenzonorbornadienes with Aromatic Aldehydes

In this protocol, we developed a nickel-catalyzed diastereoselective cross-electrophile ring opening reaction of 7oxabenzonorbornadienes with aromatic aldehydes as the electrophilic coupling partner utilizing Zn as the stoichiometric reductant. In this reaction, a challenging stereoselective bond formation between two disubstituted sp3-hybridized carbon centers has been achieved, furnishing a variety of 1,2-dihydronaphthalenes with full diastereocontrol of three consecutive stereogenic centers.

Automated summary

In this study, a nickel-catalyzed diastereoselective cross-electrophile ring opening reaction was developed using aromatic aldehydes as the electrophilic coupling partner and Zn as the stoichiometric reductant. This reaction successfully achieved the formation of two disubstituted sp3-hybridized carbon centers, resulting in a variety of 1,2-dihydronaphthalenes with full diastereocontrol of three consecutive stereogenic centers.