Total Synthesis of (±)-Communesin F via a Cycloaddition with Indol-2-one

Total Synthesis of (±)-Communesin F via a Cycloaddition with Indol-2-one
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DOI:
10.1021/ja307277w
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发表时间:
2012-10-17
影响因子:
15
通讯作者:
Funk, Raymond L.
Funk, Raymond L.
中科院分区:
化学1区
文献类型:
--
作者:
Belmar, Johannes;Funk, Raymond L.

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以4-溴色氨酸为原料,经15步线性合成(+/-)-communesin F,总收率为6.7%。其中一个关键步骤是吲哚-2- 1与3-(2-叠氮乙基)-4-溴吲哚的环加成,促进了天然产物的低含胺四环核心的快速构建。
A concise total synthesis of (+/-)-communesin F has been completed in 15 linear steps from 4-bromotryptophol in an overall yield of 6.7%. A key step features the cycloaddition of indol-2-one with 3-(2-azidoethyl)-4-bromoindole and facilitates the rapid construction of the lower aminal-containing tetracyclic core of the natural product.