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Chinese Journal of Organic Chemistry >

2019 , Vol. 39 >Issue 3: 754 - 760

DOI: https://doi.org/10.6023/cjoc201808027

Articles

Asymmetric Ring Opening Reaction of Oxabenzonorbornadienes with Phenols Promoted by Rhodium/Zinc Complexes

  • He Zhenxiu ,
  • Zhou Yongyun ,
  • Sun Weiqing ,
  • Fan Ruifeng ,
  • Shen Guol ,
  • Fan Baomin
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  • a Yunnan Minzu University-Hong Kong Baptist University Joint Laboratory of Traditional Natural Medicine, Yunnan Minzu University, Kunming 650500;
    b Key Laboratory of Chemistry in Ethnic Medicinal Resources, Yunnan Minzu University, Kunming 650500

Received date: 2018-08-23

  Revised date: 2018-10-09

  Online published: 2018-11-12

Supported by

Project supported by the National Natural Science Foundation of China (No. 21572198) and the Applied Basic Research Project of Yunnan Province (No. 2017FA004).

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Abstract

The complex of[Rh(COD) Cl]2 and 2R,4R) -(+) -2,4-bis(diphenylphosphino) pentane was used as an effective catalyst for the asymmetric ring opening reaction of oxabenzonorbornadienes with various phenols by employing ZnI2 as the activator. Under the optimized reaction conditions, high enantioselectivities with good yields could be obtained from a wide scope of oxabenzonorbornadienes and phenols.

Key words： rhodium; oxabenzonorbornadienes; Co-catalysis; symmetric ring opening reaction; Lewis acid

Cite this article

He Zhenxiu , Zhou Yongyun , Sun Weiqing , Fan Ruifeng , Shen Guol , Fan Baomin . Asymmetric Ring Opening Reaction of Oxabenzonorbornadienes with Phenols Promoted by Rhodium/Zinc Complexes[J]. Chinese Journal of Organic Chemistry, 2019 , 39(3) : 754 -760 . DOI: 10.6023/cjoc201808027

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