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通过钯/氨基酸协同催化 -芳基吲哚的轴手性 C-H 烯烃化反应构建 N-C 轴手性。

Construction of N-C Axial Chirality through Atroposelective C-H Olefination of -Arylindoles by Palladium/Amino Acid Cooperative Catalysis.

机构信息

Key Laboratory of Functional Molecular Solids (Ministry of Educatifon), Anhui Key Laboratory of Molecular Based Materials, College of Chemistry and Materials Science , Anhui Normal University , Wuhu , Anhui 241002 , China.

出版信息

Org Lett. 2019 Aug 16;21(16):6361-6365. doi: 10.1021/acs.orglett.9b02243. Epub 2019 Jul 26.

DOI:10.1021/acs.orglett.9b02243
PMID:31348673
Abstract

Direct construction of N-C axial chirality via Pd-catalyzed atroposelective C-H olefination of -arylindoles is reported. The crucial role of chiral amino acid as a cocatalyst in the regio- and stereocontrol has been disclosed. In this reaction, a wide range of arylindoles and functional alkenes could be well tolerated. Moreover, the practicality and synthetic value of this process were demonstrated by the divers and simple transformations of the products.

摘要

本文报道了钯催化的 - 芳基吲哚的轴手性 C-H 烯烃化反应,实现了 N-C 轴手性的直接构建。揭示了手性氨基酸作为共催化剂在区域和立体控制中的关键作用。在该反应中,各种芳基吲哚和功能烯烃都能很好地耐受。此外,通过产物的多样化和简单转化,证明了该方法的实用性和合成价值。

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