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用于铑(I)催化芳基硼酸向缺电子烯烃的不对称加成反应的手性磷-烯烃配体

Chiral Phosphorus-Olefin Ligands for the Rh(I) -Catalyzed Asymmetric Addition of Aryl Boronic Acids to Electron-Deficient Olefins.

作者信息

Chen Qian, Li Liang, Zhou Guangli, Ma Xiaoli, Zhang Lu, Guo Fang, Luo Yi, Xia Wujiong

机构信息

State Key Lab of Urban Water Resource and Environment (SKLUWRE), School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin, Heilongjiang, 150080, China.

State Key Laboratory of Fine Chemicals, School of Pharmaceutical Science and Technology, Dalian University of Technology, Dalian, 116024, China.

出版信息

Chem Asian J. 2016 May 20;11(10):1518-22. doi: 10.1002/asia.201600143. Epub 2016 Apr 18.

DOI:10.1002/asia.201600143
PMID:27017447
Abstract

New chiral phosphorus-olefin hybrid ligands derived from the rigid "privileged" l-proline have been conveniently prepared and applied in the rhodium-catalyzed asymmetric arylation of electron-deficient olefins with arylboronic acids at room temperature; this reaction provides the desired products in excellent yields and high enantioselectivities. The origin of observed stereoselectivity has been investigated by density functional theory (DFT) calculations.

摘要

从刚性“特权”L-脯氨酸衍生而来的新型手性磷-烯烃杂化配体已简便地制备出来,并应用于铑催化的缺电子烯烃与芳基硼酸在室温下的不对称芳基化反应;该反应以优异的产率和高对映选择性提供所需产物。已通过密度泛函理论(DFT)计算研究了观察到的立体选择性的起源。

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