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Bao X, Wei S, Zou L, et al. Asymmetric chlorination of 4-substituted pyrazolones catalyzed by natural cinchona alkaloid. Chem Commun (Camb). 2016;52(76):11426-11429doi: 10.1039/c6cc06236a.
Bao, X., Wei, S., Zou, L., He, Y., Xue, F., Qu, J., & Wang, B. (2016). Asymmetric chlorination of 4-substituted pyrazolones catalyzed by natural cinchona alkaloid. Chemical communications (Cambridge, England), 52(76), 11426-11429. https://doi.org/10.1039/c6cc06236a
Bao, Xiaoze, et al. "Asymmetric chlorination of 4-substituted pyrazolones catalyzed by natural cinchona alkaloid." Chemical communications (Cambridge, England) vol. 52,76 (2016): 11426-11429. doi: https://doi.org/10.1039/c6cc06236a
Bao X, Wei S, Zou L, He Y, Xue F, Qu J, Wang B. Asymmetric chlorination of 4-substituted pyrazolones catalyzed by natural cinchona alkaloid. Chem Commun (Camb). 2016 Sep 15;52(76):11426-11429. doi: 10.1039/c6cc06236a. PMID: 27711284.
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Chem Commun (Camb). 2016 Sep 15;52(76):11426-11429. doi: 10.1039/c6cc06236a.

Asymmetric chlorination of 4-substituted pyrazolones catalyzed by natural cinchona alkaloid.

Chemical communications (Cambridge, England)

Xiaoze Bao, Shiqiang Wei, Liwei Zou, Yuli He, Fuzhao Xue, Jingping Qu, Baomin Wang

Affiliations

  1. State Key Laboratory of Fine Chemicals, School of Pharmaceutical Science and Technology, Dalian University of Technology, Dalian 116024, P. R. China. [email protected].

PMID: 27711284 DOI: 10.1039/c6cc06236a

Abstract

A natural quinidine-catalyzed asymmetric chlorination of 4-substituted pyrazolones is developed, affording products with a quaternary chiral chlorine-attached carbon centre in high yield with excellent enantioselectivity. The low catalyst loading (1 mol%), broad substrate scope, and facile and valuable transformation of the product highlight the practical utility of this process.

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