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Enantioselective Chlorocyclization of Olefinic Amides with 1,3-Dichloro- 5, 5-Dimethylhydantoin (DCDMH) Catalyzed by (DHQD)2PHAL

  • Chemistry and Biology
  • Published:
Wuhan University Journal of Natural Sciences

Abstract

An efficient catalytic asymmetric chlorocyclization of olefinic amides with 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) using hydroquinidine 1,4-phthalazinediyl diether ((DHQD)2PHAL) as organocatalyst has been developed. Series of chiral chloro substituted isobenzofuran-1(3H)-imine derivatives were obtained in good yields (up to 85%) and enantioselectivities (up to 70% ee).

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Authors and Affiliations

  1. Hubei Collaborative Innovation Center for Advanced Organochemical Materials & Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Hubei University, Wuhan, Hubei, 430062, China

    Qingjun Zhou & Guichun Yang

  2. School of Pharmaceutical Sciences, Wuhan University, Wuhan, Hubei, 430071, China

    Chao Guo, Xiwang Li, Pei He & Chune Dong

Authors
  1. Qingjun Zhou
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  2. Chao Guo
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  3. Xiwang Li
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  4. Pei He
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  5. Guichun Yang
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  6. Chune Dong
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Corresponding author

Correspondence to Chune Dong.

Additional information

Foundation item: Supported by the Fundamental Research Funds for the Central Universities of China (2015306020201)

Biography: ZHOU Qingjun, female, Master candidate, research direction: asymmetric synthesis.

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Zhou, Q., Guo, C., Li, X. et al. Enantioselective Chlorocyclization of Olefinic Amides with 1,3-Dichloro- 5, 5-Dimethylhydantoin (DCDMH) Catalyzed by (DHQD)2PHAL. Wuhan Univ. J. Nat. Sci. 23, 259–264 (2018). https://doi.org/10.1007/s11859-018-1319-9

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  • DOI: https://doi.org/10.1007/s11859-018-1319-9

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