Switchable divergent asymmetric synthesis via organocatalysis

The development of switchable chemo-, regio-, or diastereodivergent reactions, in which two or more structurally and stereogenically different types of chiral products could be produced efficiently from an identical set of starting materials under readily tunable catalytic conditions, is one of the...

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Published inChemical Society reviews Vol. 46; no. 6; pp. 1675 - 1692
Main Authors Zhan, Gu, Du, Wei, Chen, Ying-Chun
Format Journal Article
LanguageEnglish
Published England 21.03.2017
Subjects
Activation
Asymmetry
Catalysis
Catalysts
catalytic activity
Lewis base
Lewis bases
stereoselective synthesis
stereoselectivity
Synthesis
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Summary:The development of switchable chemo-, regio-, or diastereodivergent reactions, in which two or more structurally and stereogenically different types of chiral products could be produced efficiently from an identical set of starting materials under readily tunable catalytic conditions, is one of the ultimate goals in asymmetric catalysis. This tutorial review will focus on the application of a variety of chiral organic catalysts, including Lewis bases, and Brønsted bases and acids, in a diverse range of stereoselective reactions in a switchable manner. Meanwhile, a few examples of divergent reactions through synergistic activation of organocatalysis and metal catalysis will also be discussed. A variety of chiral organocatalysts, in addition to synergistic metal-based activation, were discussed in diverse switchable stereoselective reactions.
Bibliography:Gu Zhan was born in 1989 in ChongQing, China. He received his Bachelor degree from the West China School of Pharmacy, Sichuan University, in 2011. In the same year, he started his doctoral studies under the direction of Professor Ying-Chun Chen and obtained his PhD degree in 2016. His current research interest is asymmetric organocatalysis, especially the development of new organocatalysts.
Professor Ying-Chun Chen was born in 1972 in Chongqing, China. He obtained his Bachelor degree from Nankai University in 1994 and his PhD from the Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, in 2001. Then he joined Professor Dan Yang's group in the Department of Chemistry of The University of Hong Kong as a research assistant. In November 2003, he moved to the West China School of Pharmacy, Sichuan University, and was appointed as a Full Professor in 2004. His interests are in the areas of asymmetric organocatalysis and medicinal chemistry.
Dr Wei Du was born in 1983 in Sichuan, China. She received her Bachelor degree and Master degree from the West China School of Pharmacy, Sichuan University, in 2006 and 2009, respectively. She received her PhD in organic chemistry from the University of Hong Kong in 2014 under the guidance of Professor Dan Yang, working on the palladium catalysed C-H bond activation reactions. She is currently a lecturer in the West China School of Pharmacy, Sichuan University and working as a research fellow in Professor Ying-Chun Chen's group.
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ISSN:0306-0012
1460-4744
1460-4744
DOI:10.1039/c6cs00247a