有机化学 ›› 2022, Vol. 42 ›› Issue (3): 698-713.DOI: 10.6023/cjoc202109025 上一篇    下一篇

综述与进展

2-吡喃酮的催化不对称Diels-Alder反应研究进展

徐萌萌, 蔡泉*()   

  1. 复旦大学化学系 上海 200433
  • 收稿日期:2021-09-17 修回日期:2021-11-01 发布日期:2021-11-17
  • 通讯作者: 蔡泉
  • 基金资助:
    国家自然科学基金(21801043); 国家自然科学基金(22071030)

Progress of Catalytic Asymmetric Diels-Alder Reactions of 2-Pyrones

Mengmeng Xu, Quan Cai()   

  1. Department of Chemistry, Fudan University, Shanghai 200433
  • Received:2021-09-17 Revised:2021-11-01 Published:2021-11-17
  • Contact: Quan Cai
  • Supported by:
    National Natural Science Foundation of China(21801043); National Natural Science Foundation of China(22071030)

2-吡喃酮是一种含有共轭二烯的杂环化合物, 它可以作为一种特殊的双烯体参与Diels-Alder反应. 经过几十年的发展, 2-吡喃酮的Diels-Alder反应在复杂天然产物的合成中得到了广泛地应用. 近年来, 2-吡喃酮的催化不对称Diels-Alder反应也引起了合成化学家的关注. 对2-吡喃酮参与的不对称正电子需求和反电子需求的Diels-Alder反应的发展, 以及它们在天然产物全合成中的应用进行了总结.

关键词: 2-吡喃酮, Diels-Alder反应, 不对称催化, 天然产物全合成

2-Pyrone is a type of heterocycles with a conjugated diene motif. It can react as a privileged diene in Diels-Alder reactions. In the past several decades, 2-pyrone-based Diels-Alder reactions have been widely used in the total synthesis of complex natural products. Therefore, the catalytic asymmetric Diels-Alder reactions of 2-pyrones have attracted increasing attention from the synthetic community in recent years. The research progress of catalytic asymmetric normal-electron-demand Diels-Alder reactions and inverse-electron-demand Diels-Alder reactions, and their applications in total synthesis of natural products are summarized.

Key words: 2-pyrone, Diels-Alder reactions, asymmetric catalysis, total synthesis of natural products