The Catalytic Asymmetric Fischer Indolization
The Catalytic Asymmetric Fischer Indolization
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DOI：
10.1021/ja2092163
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发表时间：
2011-11-23
影响因子：
15
通讯作者：
List, Benjamin
中科院分区：
文献类型：
--
作者：
Mueller, Steffen;Webber, Matthew J.;List, Benjamin
首次报道了催化不对称菲舍尔吲哚化反应。在5 mol %的新型螺环手性磷酸负载下，4-取代环己酮衍生的苯腙进行高度对映选择性的吲哚化。通过添加弱酸性阳离子交换树脂来去除生成的氨，实现了高效的催化剂周转。的反应。可以在温和的条件下进行，并以一般较高的收率得到各种3-取代的四氢咔唑。
The first catalytic asymmetric Fischer indolization is reported. In the presence of a 5 mol % loading of a novel spirocyclic chiral phosphoric acid, 4-substituted cyclohexanone-derived phenylhydrazones undergo a highly enantioselective indolization. Efficient catalyst turnover was achieved by the addition of a weakly acidic cation exchange resin, which removes the generated ammonia. The reaction. can be conducted under mild conditions and gives various 3-substituted tetrahydrocarbazoles in generally high yields.