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  • Title: Zn- and Cu-Catalyzed Coupling of Tertiary Alkyl Bromides and Oxalates to Forge Challenging C-O, C-S, and C-N Bonds.
    Author: Gong Y, Zhu Z, Qian Q, Tong W, Gong H.
    Journal: Org Lett; 2021 Feb 05; 23(3):1005-1010. PubMed ID: 33444027.
    Abstract:
    We describe here the facile construction of sterically hindered tertiary alkyl ethers and thioethers via the Zn(OTf)2-catalyzed coupling of alcohols/phenols with unactivated tertiary alkyl bromides and the Cu(OTf)2-catalyzed thiolation of unactivated tertiary alkyl oxalates with thiols. The present protocol represents one of the most effective unactivated tertiary C(sp3)-heteroatom bond-forming conditions via readily accessible Lewis acid catalysis that is surprisingly less developed.
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