Total Synthesis of (-)-Anominine

Total Synthesis of (-)-Anominine
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DOI:
10.1021/ja101994q
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发表时间:
2010-05-05
影响因子:
15
通讯作者:
Bonjoch, Josep
Bonjoch, Josep
中科院分区:
化学1区
文献类型:
--
作者:
Bradshaw, Ben;Etxebarria-Jardi, Gorka;Bonjoch, Josep

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首次实现了阿诺明的全合成,并确定了产物的绝对构型。的主要特点包括开发一种新的,高效的有机催化的方法不对称合成的Wieland-Miescher酮积木,一个不寻常的硒氧化物[2,3]-sigmatropic重排,和ZrCl 4催化的吲哚偶联以及几个化学选择性的转换控制的双环核心的结构拥挤的性质。
The first total synthesis of anominine has been achieved, and the absolute configuration of the product has been determined. The key features include the development of a new, highly efficient organocatalyzed method for the asymmetric synthesis of Wieland-Miescher ketone building blocks, an unusual selenoxide [2,3]-sigmatropic rearrangement, and a ZrCl4-catalyzed indole coupling as well as several chemoselective transformations controlled by the structurally congested nature of the bicyclic core.