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  • Title: Site- and Enantioselective Homobenzylic C(sp3)-H Borylation via Dehydrogenation of Alkyl Chains.
    Author: Tao R, Liu G, Huang Z.
    Journal: Org Lett; 2024 Sep 13; 26(36):7626-7631. PubMed ID: 39225696.
    Abstract:
    A one-pot, dehydrogenation-based Ir/Co/Cu triple catalysis has been developed for formal asymmetric borylation of homobenzylic C(sp3)-H bonds, furnishing enantioenriched organoboronates with a β-stereocenter directly from simple arylalkanes. Mechanistic studies indicate that the Ir catalyst is responsible for dehydrogenation of arylalkanes to 1-arylalkenes, followed by Cu-catalyzed regio- and enantioselective protoboration of (E)-arylalkenes; the introduction of Co-catalyzed stereoisomerization of the (Z)-alkenes to (E)-isomers was found to have a beneficial effect on the productivity and enantioselectivity.
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