Recent advances in asymmetric synthesis with CO2

被引:100
作者
Ran, Chuan-Kun [1 ]
Chen, Xiao-Wang [2 ]
Gui, Yong-Yuan [1 ]
Liu, Jie [2 ]
Song, Lei [2 ]
Ren, Ke [1 ]
Yu, Da-Gang [2 ]
机构
[1] Sichuan Normal Univ, Coll Chem & Mat Sci, Chengdu 610068, Peoples R China
[2] Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Peoples R China
基金
中国国家自然科学基金;
关键词
carbon dioxide; asymmetric catalysis; carbonate; carbamate; carboxylic acid; CARBON-DIOXIDE INCORPORATION; ALTERNATING COPOLYMERIZATION; CYCLOHEXENE OXIDE; PROPYLENE-OXIDE; ELECTROCHEMICAL CARBOXYLATION; CYCLIC CARBONATES; BUILDING-BLOCK; MESO-EPOXIDES; CATALYZED HYDROCARBOXYLATION; ENANTIOSELECTIVE SYNTHESES;
D O I
10.1007/s11426-020-9788-2
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 CO(2)into high value-added organic chemicals. However, the asymmetric synthesis with CO(2)to form enantioenriched molecules, especially the catalytic process, has lagged far behind. The enantioselective incorporation of CO(2)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 CO(2)into organic molecules, which mainly rely on three strategies: 1) kinetic resolution or desymmetrization of epoxides with CO(2)to form chiral cyclic carbonates and polycarbonates; 2) nucleophilic attack of O- or N-nucleophiles to CO(2)in tandem with asymmetric C-O bond formation to prepare chiral cyclic carbonates and carbamates; 3) direct enantioselective nucleophilic attack of organometallic reagents to CO(2)with asymmetric C-C bond formation. Finally, challenges and future outlook in this area are also presented.
引用
收藏
页码:1336 / 1351
页数:16
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