Recent advances in asymmetric synthesis with CO 2
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tps://doi.org/10.1007/s11426-020-9788-2
2020 Emerging Investigator Issue
Recent advances in asymmetric synthesis with CO2 1†
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Chuan-Kun Ran , Xiao-Wang Chen , Yong-Yuan Gui , Jie Liu , Lei Song , 1 2* Ke Ren & Da-Gang Yu 1
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College of Chemistry and Materials Science, Sichuan Normal University, Chengdu 610068, China ; Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China
Received March 6, 2020; accepted June 8, 2020; published online July 20, 2020
Carbon dioxide (CO2) is an important and appealing C1 building block in chemical synthesis due to its nontoxicity, abundance, availability and sustainability. Tremendous progress has been achieved in the chemical transformation of CO2 into high valueadded organic chemicals. However, the asymmetric synthesis with CO2 to form enantioenriched molecules, especially the catalytic process, has lagged far behind. The enantioselective incorporation of CO2 into organic compounds is highly desirable, as the corresponding chiral products, such as carboxylic acids and amino acids, are common structural units in a vast array of natural products and biologically active compounds. Herein, we discuss recent progress toward the enantioselective incorporation of CO2 into organic molecules, which mainly rely on three strategies: 1) kinetic resolution or desymmetrization of epoxides with CO2 to form chiral cyclic carbonates and polycarbonates; 2) nucleophilic attack of O- or N-nucleophiles to CO2 in tandem with asymmetric C–O bond formation to prepare chiral cyclic carbonates and carbamates; 3) direct enantioselective nucleophilic attack of organometallic reagents to CO2 with asymmetric C–C bond formation. Finally, challenges and future outlook in this area are also presented. carbon dioxide, asymmetric catalysis, carbonate, carbamate, carboxylic acid Citation:
Ran CK, Chen XW, Gui YY, Liu J, Song L, Ren K, Yu DG. Recent advances in asymmetric synthesis with CO2. Sci China Chem, 2020, 63, https://doi. org/10.1007/s11426-020-9788-2
1 Introduction Carbon dioxide (CO2) is well known as one of the most significant greenhouse gases. Its steadily increasing concentration in the atmosphere over the most recent part of human history is primarily responsible for the rise in atmospheric temperature and probably abnormal changes in the global climate [1]. This increase in CO2 concentration is largely due to the combustion of fossil fuels, which will remain the dominant energy for at least another two to three decades [2]. Thus, the development of CO2 capture and storage systems has been explored as a potential option in
†These authors contributed equally to this work. *Corresponding authors (email: [email protected]; [email protected])
terms of coping with global warming and climate change [3]. Although the extensive use of CO2 in chemical synthesis will not significantly reduce greenhouse gas emissions, CO2 is one of the most important and ideal one-carbon (C1) source due to its nontoxicity, abundan
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