Fe-BPsalan complex-catalyzed asymmetric 1,3-dipolar [3 + 2] cycloaddition reaction of N,N′-cyclic azomethine imines with α,β-unsaturated acyl imidazoles

Author:

Lu Hao12,Chen Kai-Ge12,Li Gong-Xin12,Zhan Kun2ORCID,Wang Hao-Yang2,Xu Zhen-Jiang2ORCID,Che Chi-Ming2345ORCID

Affiliation:

1. Henan Key Laboratory of Organic Functional Molecules and Drug Innovation, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China

2. Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200032, China

3. State Key Laboratory of Synthetic Chemistry, Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong SAR, China

4. HKU Shenzhen Institute of Research and Innovation, Shenzhen, Guangdong 518057, China

5. Laboratory for Synthetic Chemistry and Chemical Biology Limited, Units 1503-1511, 15/F, Building 17W, Hong Kong Science and Technology Parks, New Territories, Hong Kong, China

Abstract

A practical iron-catalyzed asymmetric 1,3-dipolar cycloaddition of N,N′-cyclic azomethine imines with α,β-unsaturated acyl imidazoles was developed to afford N,N′-bicyclic pyrazolidine in good yields and excellent stereoselectivities (up to 98% ee).

Funder

National Natural Science Foundation of China

National Key R&D Program of China

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

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