Volume 132, Issue 7 pp. 2762-2766
Zuschrift

Nickel(0)-Catalyzed Enantioselective [3+2] Annulation of Cyclopropenones and α,β-Unsaturated Ketones/Imines

Dr. Dachang Bai

Corresponding Author

Dr. Dachang Bai

Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, 453007 China

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Yanjiang Yu

Yanjiang Yu

Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, 453007 China

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Prof. Dr. Haiming Guo

Prof. Dr. Haiming Guo

Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, 453007 China

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Prof. Dr. Junbiao Chang

Prof. Dr. Junbiao Chang

Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, 453007 China

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Prof. Dr. Xingwei Li

Corresponding Author

Prof. Dr. Xingwei Li

Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, 453007 China

School of Chemistry and Chemical Engineering, Shaanxi Normal University (SNNU), Xi'an, 710062 China

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First published: 09 December 2019
Citations: 3

Dedicated to Prof. Li-Xin Dai on the occasion of his 95th birthday

Abstract

Ni0-catalyzed chemo- and enantioselective [3+2] cycloaddition of cyclopropenones and α,β-unsaturated ketones/imines is described. This reaction integrates C−C bond cleavage of cyclopropenones and enantioselective functionalization by carbonyl/imine group, offering a mild approach to γ-alkenyl butenolides and lactams in excellent enantioselectivity (88–98 % ee) through intermolecular C−C activation.

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