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轴手性吡啶亚胺配体的开发及其在钯催化对映选择性烯丙基取代反应中的应用

Development of Axially Chiral Pyridylidene Amine Ligands and their Application in Pd-Catalyzed Enantioselective Allylic Substitution.

作者信息

Chen Zhikang, Liu Jiahao, Ou Weiying, Kato Terumasa, Wang Zhe, Chen Yong, Liu Yan, Maruoka Keiji

机构信息

School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510006, P. R. China.

Guangdong Provincial Key Laboratory of Plant Resources Biorefinery, Guangdong University of Technology, Guangzhou 510006, P. R. China.

出版信息

J Org Chem. 2024 Sep 6;89(17):12800-12811. doi: 10.1021/acs.joc.4c01334. Epub 2024 Aug 19.

Abstract

A series of novel axially chiral pyridylidene amine (PYE) ligands has been developed, and their catalytic capability has been demonstrated in various highly efficient and enantioselective Pd-catalyzed asymmetric allylic substitutions. A density-functional theory (DFT) study explains the preferential enantiocontrol in the key transition states of the axially chiral PYE ligand-promoted Pd-catalyzed allylic alkylation.

摘要

一系列新型的轴手性吡啶亚胺(PYE)配体已被开发出来,并且它们的催化能力已在各种高效且对映选择性的钯催化不对称烯丙基取代反应中得到了证明。一项密度泛函理论(DFT)研究解释了轴手性PYE配体促进的钯催化烯丙基烷基化关键过渡态中的对映选择性控制。

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