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

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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… Click to show full abstract

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 sp3-hybridized carbon centers has been achieved, furnishing a variety of 1,2-dihydronaphthalenes with full diastereocontrol of three consecutive stereogenic centers.

Keywords: electrophile ring; nickel catalyzed; catalyzed diastereoselective; diastereoselective cross; ring opening; cross electrophile

Journal Title: Organic letters
Year Published: 2023

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