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Asymmetric [4 + 2]-Cycloaddition of Copper-Allenylidenes with Hexahydro-1,3,5-triazines: Access to Chiral Tetrahydroquinazolines

Danqing Ji, Cheng Wang and Jiangtao Sun*

*Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, P. R. China, Email: jtsuncczu.edu.cn

D. Ji, C. Wang, J. Sun, Org. Lett., 2018, 20, 3710-3713.

DOI: 10.1021/acs.orglett.8b01584


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Abstract

A copper-catalyzed asymmetric formal [4 + 2]-cycloaddition of copper-allenylidenes and hexahydro-1,3,5-triazines provides chiral tetrahydroquinazolines in good yields and with high enantioselectivities for most cases.

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Access to Chiral Tetrahydroquinazolines/1,3-Benzoxazines via Iridium-Catalyzed Asymmetric [4 + 2] Cycloaddition

S. Tang, Z. Cheng, P. Zhang, Y. Shao, J. Sun, Org. Lett., 2023, 25, 3639-3643.


Key Words

tetrahydroquinazolines


ID: J54-Y2018