Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (11): 3784-3805.DOI: 10.6023/cjoc202304008 Previous Articles     Next Articles


张怀远*(), 许诺, 唐蓉萍, 石星丽   

  1. 兰州石化职业技术大学 应用化学工程学院 兰州 730060
  • 收稿日期:2023-04-06 修回日期:2023-05-27 发布日期:2023-06-26
  • 基金资助:

Recent Advances in Asymmetric Dearomatization Reactions Induced by Chiral Hypervalent Iodine Reagents

Huaiyuan Zhang(), Nuo Xu, Rongping Tang, Xingli Shi   

  1. School of Applied Chemical Engineering, Lanzhou Petrochemical University of Vocational Technology, Lanzhou 730060
  • Received:2023-04-06 Revised:2023-05-27 Published:2023-06-26
  • Contact: E-mail:
  • Supported by:
    the Young Doctor’s Projects of Universities in Gansu Province(2022QB-206)

Asymmetric dearomatization reactions can transform planar, achiral aromatic compounds into chiral compounds with three-dimensional structures, making them as an important strategy for the preparation of chiral molecules, drugs, and natural products. Chiral hypervalent iodine reagents are widely used in asymmetric oxidation due to their advantages of mild reaction conditions, environment friendliness and excellent enantioselectivity. The dearomatization reactions induced by chiral hypervalent iodine reagents in the past 20 years are summarized. According to the different chiral skeletons, they are divided into chiral lactate derivatives, binaphthyl, tartrate, spiro rings, heterocycles, and other skeletons such as carbohydrate, [2.2]-para-cyclophane, triptycenes, etc. Each type of these chiral reagents is introduced in detail from the aspect of preparation, asymmetric reactions, and typical examples. In addition, the application of dearomatization reactions induced by chiral hypervalent iodine reagents in the total synthesis of natural products is also summarized.

Key words: chiral hypervalent iodine, dearomatization, asymmetric synthesis, natural product