Publication 23 de l'année 2024

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  1. Access to Cyclic Borates by Cu-Catalyzed Borylation of Unactivated Vinylcyclopropanes
    Zhang, C.; Mazet, C.
    Org. Lett. 2024, 26, 5386-5390

We report the copper-catalyzed borylation of unactivated vinylcyclopropanes to form six-membered cyclic borate salts. A copper complex bearing an N-heterocyclic ligand in combination with bis(pinacolato)diboron and LiOtBu catalyzes the ring-opening of the substrate under mild reaction conditions. The protocol can be applied to aryl- and heteroaryl-substituted vinylcyclopropanes and can be conducted on a gram scale. The synthetic utility of the lithium salts of the cyclic borate has been demonstrated through regioselective ring-opening functionalizations.

DOI : 10.1021/acs.orglett.4c01938