Nickel-Catalyzed Diastereoselective Cross-Electrophile Ring Opening of 7-Oxabenzonorbornadienes with Aromatic Aldehydes.
Hao WenDecai DingChuan WangPublished in: Organic letters (2023)
In this protocol, we developed a nickel-catalyzed diastereoselective cross-electrophile ring opening reaction of 7-oxabenzonorbornadienes 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 sp 3 -hybridized carbon centers has been achieved, furnishing a variety of 1,2-dihydronaphthalenes with full diastereocontrol of three consecutive stereogenic centers.