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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 6: 1630 - 1637

DOI: https://doi.org/10.6023/cjoc201912030

Palladium-Catalyzed Asymmetric Ring-Opening Reactions of Oxabenzonorbornadienes with Potassium Trifluoroborate Salts

  • Tao Pingfang ,
  • Huang Jun ,
  • Liu Yuzhao ,
  • Wei Guangming ,
  • Wang Yifei ,
  • Wei Xiansheng ,
  • Huang Guobao ,
  • Li Xiuying
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  • a Guangxi Key Laboratory of Agricultural Resources Chemistry and Biotechnology, College of Chemistry and Food Science, Yulin Normal University, Yulin, Guangxi 537000;
    b College of Chemistry and Materials, Nanning Normal University, Nanning 530001

Received date: 2019-12-22

  Revised date: 2020-03-11

  Online published: 2020-03-31

Supported by

Project supported by the National Natural Science Foundation of China (No. 21961042), the Natural Science Foundation of Guangxi Province (No. 2018GXNSFAA294064) and the Open Fund of Guangxi Key Laboratory of Agricultural Resources Chemistry and Biotechnology Research Grant (No. KF04).

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Abstract

A new, versatile and highly efficient palladium-catalyzed asymmetric ring-opening reaction of oxabenzonor-bornadienes with a wide range of potassium trifluoroborate salts was developed. The corresponding cis-2-aryl-1,2-dihydronaphthalen-1-ol products were obtained in good yields with moderate to good enantioselectivities under mild conditions.

Key words： oxabenzonorbornadiene; trifluoroborate salt; asymmetric ring-opening reaction

Cite this article

Tao Pingfang , Huang Jun , Liu Yuzhao , Wei Guangming , Wang Yifei , Wei Xiansheng , Huang Guobao , Li Xiuying . Palladium-Catalyzed Asymmetric Ring-Opening Reactions of Oxabenzonorbornadienes with Potassium Trifluoroborate Salts[J]. Chinese Journal of Organic Chemistry, 2020 , 40(6) : 1630 -1637 . DOI: 10.6023/cjoc201912030

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