Citation: WANG Liming, MU Hongwen, LU Dongze, LI Xuetao, LI Tong, JIN Ying. Organocatalyzed Asymmetric Mannich Reaction of Isocyanoacetate with Tosylimines[J]. Chinese Journal of Applied Chemistry, ;2019, 36(7): 758-763. doi: 10.11944/j.issn.1000-0518.2019.07.180340 shu

Organocatalyzed Asymmetric Mannich Reaction of Isocyanoacetate with Tosylimines

Department of Pharmacy, Jilin Medical University, Jilin, Jilin 132013, China

Corresponding author: JIN Ying, jinying2288@163.com
Received Date: 29 October 2018
Revised Date: 26 January 2019
Accepted Date: 6 March 2019

Fund Project: the Natural Science Foundation of Jilin Province 20190201077JCthe Health Department of Jilin Province 2017J104the National Natural Science Foundation of China 21102055the Students Program for Innovation and Entrepreneurship Training of Jilin Province 201817Supported by the National Natural Science Foundation of China(No.21102055), the Natural Science Foundation of Jilin Province(No.20190201077JC), the Health Department of Jilin Province(No.2017J104), and the Students Program for Innovation and Entrepreneurship Training of Jilin Province(No.201817)

Figures(1)

Cinchona alkaloid derivatives as organocatalysts were applied in asymmetric Mannich reaction of isocyanoacetate with N-tosyl aryl aldimines. The effect of solvent, temperature and catalyst loading ammount were investigated. The optimized conditions were confirmed to include toluene as the solvent with a molar fraction 10% loading of catalyst 1b at room temperature. The desired products were obtained in 55%~80% yield with high diastereo- and enantioselectivities(trans/cis up to >99:1 and 82%ee).
- cinchona alkaloid derivatives,
- organocatalysis,
- asymmetric mannich reaction,
- isocyanoacetate
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