Citation: Ma Zhiwei, Liu Xiaofeng, Liu Juntao, Tao Jingchao. Highly Enantioselective Michael Addition Catalyzed by New Primary Amine-Squaramide Organocatalysts[J]. Chinese Journal of Organic Chemistry, ;2018, 38(1): 183-189. doi: 10.6023/cjoc201706025 shu

Highly Enantioselective Michael Addition Catalyzed by New Primary Amine-Squaramide Organocatalysts

a.
Department of Fundamental Courses, Henan University of Animal Husbandry and Economy, Zhengzhou 450000
b.
College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450000

Corresponding author: Ma Zhiwei, zwma@hnuahe.edu.cn Tao Jingchao, jctao@zzu.edu.cn
Received Date: 19 June 2017
Revised Date: 21 September 2017
Available Online: 11 January 2017
Fund Project: Project supported by the Key Project of Colleges and Universities of Henan Province (No. 15A150049)Key Project of Colleges and Universities of Henan Province 15A150049

Figures(5)

The asymmetric Michael addition reaction of α, α-disubstituted aldehydes to maleimides catalyzed by new bifunctional primary amine-squaramides has been developed. This organocatalytic asymmetric reaction provides easy access to functionalized succinimides with a broad substrate scope. Both enantiomers of desired succinimide derivatives were obtained in good to excellent yields (up to 98%) with excellent enantioselectivities (up to >99% ee)
- primary amine-squaramide,
- organocatalysis,
- Michael addition,
- aldehyde,
- maleimide,
- succinimide derivative
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沈阳化工大学材料科学与工程学院沈阳 110142