Total Synthesis of Dictyodendrins by the Gold-Catalyzed Cascade Cyclization of Conjugated Diynes with Pyrroles.
Total Synthesis of Dictyodendrins by the Gold-Catalyzed Cascade Cyclization of Conjugated Diynes with Pyrroles.
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DOI：
10.1002/anie.201703279
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发表时间：
2017-05
影响因子：
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通讯作者：
Junpei Matsuoka;Y. Matsuda;Y. Kawada;S. Oishi;H. Ohno
中科院分区：
文献类型：
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作者：
Junpei Matsuoka;Y. Matsuda;Y. Kawada;S. Oishi;H. Ohno
在二齿树苷B、C、E和F的全形式化合成中，关键步骤是通过金催化吡咯共轭二炔环化，直接构建吡咯[2,3- C]咔唑核，形成三个键和两个芳香环。随后在C1 （Suzuki-Miyaura偶联），C2（加成醛），N3（烷基化）和C5 （Ullman偶联）位置引入取代基，提供了不同的双齿树突蛋白通路。
In total and formal syntheses of dictyodendrins B, C, E, and F, the key step involved the direct construction of the pyrrolo[2,3-c]carbazole core by the gold-catalyzed annulation of a conjugated diyne with a pyrrole to form three bonds and two aromatic rings. The subsequent introduction of substituents at the C1 (Suzuki-Miyaura coupling), C2 (addition to an aldehyde), N3 (alkylation), and C5 positions (Ullman coupling) provided divergent access to dictyodendrins.