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Enzyme-Promoted Direct Asymmetric Michael Reaction by Using Protease from Streptomyces griseus

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Abstract

The direct asymmetric Michael addition of malonates and enones was promoted by protease from Streptomyces griseus for the first time. Yields of up to 84% with enantioselectivities of up to 98% enantiomeric excess (ee) were achieved under optimized conditions.

Graphical Abstract

Protease from Streptomyces griseus (SGP) was used for the first time as a biocatalyst in asymmetric Michael reaction of malonates.

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Acknowledgements

This work was financially supported by the National Natural Science Foundation of China (Nos. 21472152 and 21672174), and the Basic and Frontier Research Project of Chongqing (cstc2015jcyjBX0106).

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Authors and Affiliations

  1. Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing, 400715, People’s Republic of China

    Ling-Ling Wu, Ling-Po Li, Yang Xiang, Zhi Guan & Yan-Hong He

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  1. Ling-Ling Wu
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  2. Ling-Po Li
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  3. Yang Xiang
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  4. Zhi Guan
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  5. Yan-Hong He
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Correspondence to Zhi Guan or Yan-Hong He.

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Wu, LL., Li, LP., Xiang, Y. et al. Enzyme-Promoted Direct Asymmetric Michael Reaction by Using Protease from Streptomyces griseus . Catal Lett 147, 2209–2214 (2017). https://doi.org/10.1007/s10562-017-2095-4

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  • DOI: https://doi.org/10.1007/s10562-017-2095-4

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