KMID : 0043320080310121559
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Archives of Pharmacal Research 2008 Volume.31 No. 12 p.1559 ~ p.1563
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Concise Synthesis of Obovatol: Chemoselective ortho-Bromination of Phenol and Survey of Cu-Catalyzed Diaryl Ether Couplings
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Jung Jae-Kyeong
Hong Jin-Tae Lee Hee-Soon Lee Soo-Jae Yoon Yeo-Pyo Seo Seung-Yong Choi Eun-Hwa Lee Mi-Sung In Jin-Kyung Kwak Jae-Hwan
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Abstract
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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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KEYWORD
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Obovatol, ortho-Bromination, Ullmann coupling, Diaryl ether
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