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Carboxymethylcellulose Supported Cinchonine as a Recyclable Catalyst for Asymmetric Michael Reaction

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Abstract

A novel cinchonine catalyst supported by carboxymethylcellulose (CMC) has been prepared with a simple approach. As-prepared CMC-supported cinchonine catalyst was used to catalyze the asymmetric Michael addition of 1,3-dicarbonyl compounds to N-benzylmaleimide at a very low loading (3 mol%). It has been found that desired adducts containing adjacent quaternary and tertiary stereocenters can be obtained in high efficiency (yield 80 %) and stereoselectivity (dr 75:25, ee 78 %). Moreover, as-prepared catalyst possesses good recyclability (at least 4 times).

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Henan University, Kaifeng, 475004, China

    Lili Yang, Dapeng Zhou, Chengke Qu & Yuanchen Cui

  2. Key Laboratory of Ministry of Education for Special Functional Materials, Henan University, Kaifeng, 475004, China

    Yuanchen Cui

Authors
  1. Lili Yang
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  2. Dapeng Zhou
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  3. Chengke Qu
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  4. Yuanchen Cui
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Correspondence to Yuanchen Cui.

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Yang, L., Zhou, D., Qu, C. et al. Carboxymethylcellulose Supported Cinchonine as a Recyclable Catalyst for Asymmetric Michael Reaction. Catal Lett 142, 1405–1410 (2012). https://doi.org/10.1007/s10562-012-0915-0

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  • DOI: https://doi.org/10.1007/s10562-012-0915-0

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