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Copper(I)/SaBOX catalyzed highly diastereo- and enantio-selective cyclopropanation of cis-1,2-disubstituted olefins with α-nitrodiazoacetates

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  • Chemistry
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Abstract

A copper-catalyzed highly stereoselective cyclopropanation of 1,2-disubstituted olefins with α-nitrodiazo acetates has been developed, giving the desired products in up to 97 % yields, up to >99/1 dr and up to 98 % ee, which provides an efficient access to the synthesis of optical active cyclopropane α-amino acids and unnatural α-amino acid derivatives.

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Acknowledgments

This work was supported by the National Natural Science Foundation of China (21421091, 21432011 and 21272250) and the Chinese Academy of Sciences.

Conflict of interest

The authors declare that they have no conflict of interest.

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Authors and Affiliations

  1. The State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China

    Liang-Wen Feng, Peng Wang, Lijia Wang & Yong Tang

  2. Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, 300072, China

    Yong Tang

Authors
  1. Liang-Wen Feng
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  2. Peng Wang
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  3. Lijia Wang
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  4. Yong Tang
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Corresponding author

Correspondence to Yong Tang.

Additional information

Liang-Wen Feng and Peng Wang have contributed equally to this work.

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Feng, LW., Wang, P., Wang, L. et al. Copper(I)/SaBOX catalyzed highly diastereo- and enantio-selective cyclopropanation of cis-1,2-disubstituted olefins with α-nitrodiazoacetates. Sci. Bull. 60, 210–215 (2015). https://doi.org/10.1007/s11434-014-0708-5

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  • DOI: https://doi.org/10.1007/s11434-014-0708-5

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