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Highly Asymmetric Michael Addition to α,β-Unsaturated Ketones Catalyzed by 9-Amino-9-deoxyepiquinine

Authors

  • Jian-Wu Xie,

    1. Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, 610041, P.R. China, Fax: (+86) 28-852-239-78
    2. Graduate School of the Chinese Academy of Sciences, Beijing, P.R. China
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  • Wei Chen,

    1. Key laboratory of Drug-Targeting of the Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, P.R. China, Fax: (+86) 28-85502609
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  • Rui Li,

    1. Key laboratory of Drug-Targeting of the Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, P.R. China, Fax: (+86) 28-85502609
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  • Mi Zeng,

    1. Key laboratory of Drug-Targeting of the Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, P.R. China, Fax: (+86) 28-85502609
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  • Wei Du,

    1. Key laboratory of Drug-Targeting of the Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, P.R. China, Fax: (+86) 28-85502609
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  • Lei Yue,

    1. Key laboratory of Drug-Targeting of the Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, P.R. China, Fax: (+86) 28-85502609
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  • Ying-Chun Chen Prof. Dr.,

    1. Key laboratory of Drug-Targeting of the Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, P.R. China, Fax: (+86) 28-85502609
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  • Yong Wu Prof. Dr.,

    1. Key laboratory of Drug-Targeting of the Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, P.R. China, Fax: (+86) 28-85502609
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  • Jin Zhu Prof.,

    1. Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, 610041, P.R. China, Fax: (+86) 28-852-239-78
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  • Jin-Gen Deng Prof. Dr.

    1. Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province, Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, 610041, P.R. China, Fax: (+86) 28-852-239-78
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Errata

This article is corrected by:

  1. Errata: Highly Asymmetric Michael Addition to α,β-Unsaturated Ketones Catalyzed by 9-Amino-9-deoxyepiquinine Volume 119, Issue 27, 5137, Article first published online: 22 June 2007

  • We are grateful for the financial support of the National Natural Science Foundation of China (20502018), the Ministry of Education (NCET-05-0781), and Sichuan University.

Abstract

original image

Michael-Michael-retro-Michael-Kaskadenreaktionen gelingen mithilfe des hocheffizienten Organokatalysators 9-Amino-9-desoxyepichinin (1). Der asymmetrischen direkten vinylogen Michael-Addition von α,α-Dicyanalkenen an α,β-ungesättigte Ketone können sich eine intramolekulare Michael-Addition und eine Retro-Michael-Reaktion anschließen, wobei mehrfach substituierte 2-Cyclohexen-1-on-Derivate mit hoher Enantioselektivität entstehen (siehe Beispiel).

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