Copper(i)-catalyzed asymmetric [3 + 2] cycloaddition of N-ester acylhydrazones and β-trifluoromethyl-α,β-unsaturated ketones

Author:

Zhu Bo1ORCID,Fan Huihui1,Ding Yanan1,Zhai Yubing1,Wang Le1,Wang Mengqi1,Zhu Gongming1,Chang Junbiao1

Affiliation:

1. NMPA Key Laboratory for Research and Evaluation of Innovative Drug, Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, 453007, P. R. China

Abstract

The first copper(i)-catalyzed asymmetric [3 + 2] cycloaddition of N-ester acylhydrazones and ketones has been developed, affording an array of chiral pyrazolidines containing a trifluoromethyl moiety bearing three vicinal stereocenters.

Funder

Central Plains Scholars and Scientists Studio Fund

National Natural Science Foundation of China

Natural Science Foundation of Henan Province

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Reference42 articles.

1. L. C.Behr , R.Fusco and C. H.Jarboe , The Chemistry of Heterocyclic Compounds , in Pyrazoles, Pyrazolines, Pyrazolidines, Indazoles and Condensed Rings , ed. R. H. Wiley , Interscience Publishers , New York , vol. 22 , 1967

2. C.Kadouri-Puchot and C.Agami , in Asymmetric Synthesis of Nitrogen Heterocycles , ed. J. Royer , Wiley-VCH , Weinheim , 2009

3. Gold(I)-Catalyzed Enantioselective Synthesis of Pyrazolidines, Isoxazolidines, and Tetrahydrooxazines

4. The State of the Art of Pyrazole Derivatives as Monoamine Oxidase Inhibitors and Antidepressant/Anticonvulsant Agents

5. Natural Products Containing a Nitrogen–Nitrogen Bond

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