Recent advances in asymmetric synthesis with CO2

Carbon dioxide (CO 2 ) 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 asymmetr...

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Veröffentlicht in:Science China. Chemistry 2020-10, Vol.63 (10), p.1336-1351
Hauptverfasser: Ran, Chuan-Kun, Chen, Xiao-Wang, Gui, Yong-Yuan, Liu, Jie, Song, Lei, Ren, Ke, Yu, Da-Gang
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Sprache:eng
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Zusammenfassung:Carbon dioxide (CO 2 ) 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.
ISSN:1674-7291
1869-1870
DOI:10.1007/s11426-020-9788-2