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

  • Qingjun Zhou
  • Chao Guo
  • Xiwang Li
  • Pei He
  • Guichun Yang
  • Chune Dong
Chemistry and Biology


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).

Key words

Asymmetric chlorocyclization olefinic amides 1,3-dichloro-5 5-dimethylhydantoin(DCDMH) 

CLC number

TP 305 


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Copyright information

© Wuhan University and Springer-Verlag GmbH Germany, part of Springer Nature 2018

Authors and Affiliations

  • Qingjun Zhou
    • 1
  • Chao Guo
    • 2
  • Xiwang Li
    • 2
  • Pei He
    • 2
  • Guichun Yang
    • 1
  • Chune Dong
    • 2
  1. 1.Hubei Collaborative Innovation Center for Advanced Organochemical Materials & Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional MoleculesHubei UniversityWuhan, HubeiChina
  2. 2.School of Pharmaceutical SciencesWuhan UniversityWuhan, HubeiChina

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