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Organocatalytic Application of Enamine Intermediate and Hydrogen Bonding Interaction to Dissymmetric Transformation

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Abstract

Interaction of enamine intermediate of primary or secondary amine with carbonyl compound and formation of hydrogen bonds with electronegative atoms are often responsible to activate a nucleophile or electrophile to enhance enantio- and diastereoselectivity in typical organocatalytic asymmetric transformations. The review lists some suitable applications of enamine intermediate and hydrogen bonding interaction in asymmetric organocatalysis.

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Acknowledgments

We are grateful for financial support received from the National Natural Science Foundation of China (No. 21062005); Guizhou University Personnel Research foundation (No. 201122) and Education Ministry Foundation of Guizhou Province [No. KY (2011) 232].

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Authors and Affiliations

  1. Center for Research & Development of Fine Chemicals, State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering of Ministry of Education, Guizhou University, Guiyang, 550025, People’s Republic of China

    Yuanyong Yao, Xian Zhang, Wei Xue & Pinaki S. Bhadury

  2. Biological Sciences and Chemistry Department, Tongren University, Tongren, 554300, People’s Republic of China

    Yuanyong Yao & Meihang Chen

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  1. Yuanyong Yao
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  2. Meihang Chen
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  4. Wei Xue
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  5. Pinaki S. Bhadury
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Correspondence to Wei Xue or Pinaki S. Bhadury.

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Yao, Y., Chen, M., Zhang, X. et al. Organocatalytic Application of Enamine Intermediate and Hydrogen Bonding Interaction to Dissymmetric Transformation. Catal Surv Asia 18, 34–49 (2014). https://doi.org/10.1007/s10563-013-9162-7

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