Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (6): 1630-1637.DOI: 10.6023/cjoc201912030 Previous Articles     Next Articles

钯催化氧杂降冰片烯与三氟硼酸钾盐的不对称开环反应

陶萍芳a, 黄俊a,b, 刘玉钊a, 韦光明a, 王艺菲a, 韦贤生a, 黄国保a, 李秀英a   

  1. a 玉林师范学院化学与食品科学学院 广西农产资源化学与生物技术重点实验室 广西玉林 537000;
    b 南宁师范大学化学与材料学院 南宁 530001
  • 收稿日期:2019-12-22 修回日期:2020-03-11 发布日期:2020-03-31
  • 通讯作者: 黄国保, 李秀英 E-mail:lzjx0915@163.com;lxya8401@163.com
  • 基金资助:
    国家自然科学基金(No.21961042)、广西自然科学基金(No.2018GXNSFAA294064)及广西农产资源化学与生物技术重点实验室开放基金(No.KF04)资助项目.

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

Tao Pingfanga, Huang Juna,b, Liu Yuzhaoa, Wei Guangminga, Wang Yifeia, Wei Xianshenga, Huang Guobaoa, Li Xiuyinga   

  1. 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:2019-12-22 Revised:2020-03-11 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).

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