A novel samarium(II)-mediated tandem spirocyclization onto an aromatic ring

A novel samarium(II)-mediated tandem spirocyclization onto an aromatic ring
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DOI:
10.1016/j.tetlet.2011.02.010
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发表时间:
2011-04-13
影响因子:
1.8
通讯作者:
Tanaka, Tetsuaki
Tanaka, Tetsuaki
中科院分区:
化学4区
文献类型:
--
作者:
Iwasaki, Hiroki;Tsutsui, Nozomi;Tanaka, Tetsuaki

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我们报道了钐(II)介导的串联螺环化反应,以提供二螺[4.2.4.2]十四碳二烯和二螺[4.2.5.2]十五碳二烯骨架。该反应是通过将羰基自由基分子内加成到带有亲电部分的芳环上,然后在 HMPA 存在下用 SmI2 还原捕获螺己二烯基自由基中间体来实现的。 (C) 2011 Elsevier Ltd. 保留所有权利。
We report a samarium(II)-mediated tandem spirocyclization reaction to provide dispiro[4.2.4.2]tetradecadiene and dispiro[4.2.5.2]pentadecadiene skeletons. The reaction was achieved by intramolecular addition of a ketyl radical onto an aromatic ring bearing an electrophilic moiety followed by reductive capture of the spirohexadienyl radical intermediate with SmI2 in the presence of HMPA. (C) 2011 Elsevier Ltd. All rights reserved.