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Atom- and Step-Economical Pathway to Chiral Benzobicyclo[2.2.2]octenones through Carbon–Carbon Bond Cleavage


  • We thank Prof. Qi-Lin Zhou for valuable discussions. L.L. thanks the Japan Society for the Promotion of Science for a Research Fellowship. This work was supported in part by The Asahi Glass Foundation and a Grant-in-Aid for Scientific Research on Innovative Areas “Molecular Activation Directed toward Straightforward Synthesis” from the Ministry of Education, Culture, Sports, Science and Technology (Japan).


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In the nick of time: A nickel-catalyzed asymmetric intramolecular alkene insertion reaction into cyclobutanones (1) has been developed. The reaction significantly reduces the number of steps required for the synthesis of chiral benzobicyclo[2.2.2]octenones (2).

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