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通过钯催化的不对称C-H炔基化反应开发轴向手性苯乙烯型羧酸配体

Development of Axially Chiral Styrene-Type Carboxylic Acid Ligands via Palladium-Catalyzed Asymmetric C-H Alkynylation.

作者信息

Yang Chi, Li Fei, Wu Tian-Rui, Cui Ru, Wu Bing-Bing, Jin Ruo-Xing, Li Yan, Wang Xi-Sheng

机构信息

Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, China.

出版信息

Org Lett. 2021 Nov 5;23(21):8132-8137. doi: 10.1021/acs.orglett.1c02692. Epub 2021 Oct 14.

DOI:10.1021/acs.orglett.1c02692
PMID:34647750
Abstract

A weakly coordinated carboxylate-directed palladium-catalyzed atroposelective C-H alkynylation method for the development of novel axially chiral styrene-type carboxylic acids is disclosed. This transformation exhibits good yields (up to 85%), excellent enantiocontrol (up to 99% ee), and mild conditions. Notably, the synthetic utility of the resulting alkynyl carboxylic acid derivatives was demonstrated by various derivatizations as well as their potential as chiral ligands in asymmetric C-H activations.

摘要

公开了一种弱配位羧酸盐导向的钯催化的对映选择性C-H炔基化方法,用于开发新型轴向手性苯乙烯型羧酸。该转化反应具有良好的产率(高达85%)、出色的对映体控制(高达99% ee)以及温和的反应条件。值得注意的是,所得炔基羧酸衍生物的合成效用通过各种衍生化反应得以证明,以及它们作为不对称C-H活化中手性配体的潜力。

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