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Citation: Min Zhang, Miao Li, Ting Qin, Zhiming Chen. Tandem Reaction of Ylide and Unsaturated Azlactone Catalyzed by C₂-axis Chiral Biguanide[J]. Chemistry, ;2021, 84(5): 480-485. shu

Tandem Reaction of Ylide and Unsaturated Azlactone Catalyzed by C₂-axis Chiral Biguanide

College of Chemistry and Materials Science, Guizhou Normal University, Guizhou Provincial Key Laboratory of Functional Materials Chemistry, Guiyang, 550001

Corresponding author: Zhiming Chen, czm000219@163.com
Received Date: 13 October 2020
Accepted Date: 20 December 2020

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In this paper, four chiral biguanide-amide catalysts based on the BINOL framework were successfully synthesized and applied to the 1, 3-dipolar cycloaddition and intramolecular tandem reaction of o-hydroxybenzaldehyde ylide and unsaturated azlactone. Using CHCl₃ as the solvent and axial chiral guanidine (1b, 10(mol)%) as the catalyst, reacting at room temperature for 12 hours, a series of benzopyran derivatives can be obtained with good yield (73%~88%) and high enantioselectivity (72%~86%).
- Axial chiral guanidine,
- 1, 3-Dipole ring addition,
- Intramolecular tandem reaction
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Tandem Reaction of Ylide and Unsaturated Azlactone Catalyzed by C2-axis Chiral Biguanide

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通讯作者: 陈斌, bchen63@163.com

Tandem Reaction of Ylide and Unsaturated Azlactone Catalyzed by C₂-axis Chiral Biguanide