Recent advances in copper-catalysed radical-involved asymmetric 1,2-difunctionalization of alkenes

The radical-involved 1,2-difunctionalization of alkenes has developed into a robust tool for preparation of complex organic molecules. Despite significant advances in this area, the catalytic asymmetric version still remains a challenging task mainly due to the difficulty in the stereocontrol of the...

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Published inChemical Society reviews Vol. 49; no. 1; pp. 32 - 48
Main Authors Li, Zhong-Liang, Fang, Gui-Chun, Gu, Qiang-Shuai, Liu, Xin-Yuan
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 02.01.2020
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Summary:The radical-involved 1,2-difunctionalization of alkenes has developed into a robust tool for preparation of complex organic molecules. Despite significant advances in this area, the catalytic asymmetric version still remains a challenging task mainly due to the difficulty in the stereocontrol of the highly reactive radical intermediates. Recently, owing to the good single-electron transfer ability and coordination with chiral ligands of copper catalysts, remarkable achievements in radical-involved asymmetric alkene difunctionalization have been made via synergistic combination of copper and chiral ligands. This tutorial review highlights the recent progress in copper-catalysed radical-involved asymmetric 1,2-difunctionalization of alkenes and the mechanistic scenarios governing the stereocontrol, with an emphasis on utilization of chiral ligands. This tutorial review highlights the recent progress in copper-catalysed radical asymmetric 1,2-difunctionalization of alkenes.
Bibliography:Zhong-Liang Li obtained his BSc degree from the University of Science and Technology of China in 2009 and PhD degree from The University of Hong Kong in 2014 under the supervision of Professor Dan Yang. In 2015, he did his postdoctoral research with Professor Xin-Yuan Liu and then worked as a research assistant professor in Southern University of Science and Technology. Now his work focuses on radical-involved remote C-C bond cleavage and asymmetric radical-involved reactions.
Qiang-Shuai Gu completed his BSc studies in 2008 from the University of Science and Technology of China (USTC) and received his PhD degree in 2013 from The University of Hong Kong (HKU) under the guidance of Professor Dan Yang. He continued his research career first in Professor Yang's group at HKU and later in Professor Xin-Yuan Liu's group at Southern University of Science and Technology (SUSTech). Now, he is a research assistant professor in Academy for Advanced Interdisciplinary Studies at SUSTech. His research interests include asymmetric catalysis and asymmetric synthesis of bioactive small molecules.
Gui-Chun Fang received her BS degree in chemistry in 2012 and her PhD degree in 2018 in organic chemistry from Northeast Normal University, P. R. China, under the joint supervision of Professors X. Bi and Q. Liu. Her current research interest involves transition metal-catalyzed radical transformations and asymmetric synthesis.
Xin-Yuan Liu obtained his BS degree from Anhui Normal University (AHNU) and Master's degree from Shanghai Institute of Organic Chemistry, CAS and AHNU under the joint supervision of Prof. Shizheng Zhu and Prof. Shaowu Wang. He earned his PhD degree from The University of Hong Kong under the supervision of Prof. Chi-Ming Che in 2010. He continued postdoctoral study in the University of Hong Kong and The Scripps Research Institute. In 2012, he began his academic career in Southern University of Science and Technology and was promoted to tenured Full Professor in 2018. His research interest is radical-involved asymmetric chemistry.
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ISSN:0306-0012
1460-4744
1460-4744
DOI:10.1039/c9cs00681h