(-)-海链藻醌的对映选择性合成
Enantioselective Synthesis of (-)-Halenaquinone.
作者信息
Goswami Subir, Harada Kenichi, El-Mansy Mohamed F, Lingampally Rajinikanth, Carter Rich G
机构信息
Department of Chemistry, Oregon State University, Corvallis, OR, 97331, USA.
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Tokushima, Japan.
出版信息
Angew Chem Int Ed Engl. 2018 Jul 16;57(29):9117-9121. doi: 10.1002/anie.201805370. Epub 2018 Jun 19.
The efficient, 12-14 step (LLS) total synthesis of (-)-halenaquinone has been achieved. Key steps in the synthetic sequence include: (a) proline sulfonamide-catalyzed, Yamada-Otani reaction to establish the C6 all-carbon quaternary stereocenter, (b) multiple, novel palladium-mediated oxidative cyclizations to introduce the furan moiety, and (c) oxidative Bergman cyclization to form the final quinone ring.
（-）-海葵醌高效的12-14步（LLS）全合成已实现。合成序列中的关键步骤包括：（a）脯氨酸磺酰胺催化的山田-大谷反应以建立C6全碳季立体中心，（b）多个新颖的钯介导的氧化环化反应以引入呋喃部分，以及（c）氧化伯格曼环化反应以形成最终的醌环。
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