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Copper-Catalyzed Asymmetric Allylic Substitution of Allyl Phosphates with Aryl- and Alkenylboronates


  • Support has been provided in part by a Grant-in-Aid for Young Scientists (B), the Ministry of Education, Culture, Sports, Science, and Technology (Japan). K.T. thanks the JSPS for a fellowship.


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The asymmetric allylic substitution of allyl phosphates with aryl- and alkenylboronates catalyzed by a copper/N-heterocyclic carbene complex was developed and the γ-substitution products were obtained with high enantioselectivity (see scheme). To account for the observed influence of the reaction parameters a possible catalytic cycle for this process was proposed.