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轴手性硝酮的催化不对称合成:轴向手性联芳基的通用中间体

Catalytic Asymmetric Synthesis of Atropisomeric Nitrones: Versatile Intermediate for Axially Chiral Biaryls.

作者信息

Guo Wenjing, Gu Jian, Gu Zhenhua

机构信息

Hefei National Laboratory for Physical Sciences at the Microscale, Department of Chemistry, Center for Excellence in Molecular Synthesis, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, P. R. China.

Ocean College, Minjiang University, Fuzhou, Fujian 350108, P. R. China.

出版信息

Org Lett. 2020 Oct 2;22(19):7622-7628. doi: 10.1021/acs.orglett.0c02830. Epub 2020 Sep 23.

DOI:10.1021/acs.orglett.0c02830
PMID:32966093
Abstract

A Cu-catalyzed asymmetric ring-opening reaction of five-membered diaryliodonium salts and oximes is introduced. The reactions undergo selective -arylation of oximes and provide an efficient protocol for the synthesis of atropisomeric nitrones. The optically active nitrones, serving as versatile intermediates, were converted to diversely functionalized axially chiral aniline derivatives and -heterocycles.

摘要

介绍了一种铜催化的五元二芳基碘鎓盐与肟的不对称开环反应。该反应实现了肟的选择性芳基化,为合成阻转异构硝酮提供了一种有效的方法。光学活性硝酮作为通用中间体,可转化为功能多样的轴向手性苯胺衍生物和杂环化合物。

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