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  • Title: Concise synthesis of Obovatol: Chemoselective ortho-bromination of phenol and survey of Cu-catalyzed diaryl ether couplings.
    Author: Kwak JH, In JK, Lee MS, Choi EH, Lee H, Hong JT, Yun YP, Lee SJ, Seo SY, Suh YG, Jung JK.
    Journal: Arch Pharm Res; 2008 Dec; 31(12):1559-63. PubMed ID: 19099224.
    Abstract:
    Concise total synthesis of obovatol (1) was achieved from the commercially available eugenol (5) via linear 4 steps in 40% overall yield. The key features of the synthesis involve the chemoselective orthobromination of phenol in the presence of isolated double bond and the efficient Cu-catalyzed Ullmann coupling of two aromatic moieties for the diaryl ether skeleton.
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