有机化学 ›› 2021, Vol. 41 ›› Issue (9): 3414-3430.DOI: 10.6023/cjoc202104058 上一篇    下一篇

综述与进展

烯醇类化合物氧化偶联反应研究进展

陈伟a,b, 刘强a,*()   

  1. a 南方医科大学中医药学院 广州 510515
    b 粤澳中医药科技产业园开发有限公司 广东珠海 519031
  • 收稿日期:2021-04-28 修回日期:2021-05-10 发布日期:2021-06-17
  • 通讯作者: 刘强
  • 基金资助:
    中国博士后科学基金(2020M682925)

Recent Advances in the Oxidative Coupling Reaction of Enol Derivatives

Wei Chena,b, Qiang Liua()   

  1. a School of Chinese Medicine, Southern Medicinal University, Guangzhou 510515
    b Guangdong-Macau Traditional Chinese Medicine Technology Industrial Park Development Co., Ltd., Zhuhai, Guangdong 519031
  • Received:2021-04-28 Revised:2021-05-10 Published:2021-06-17
  • Contact: Qiang Liu
  • Supported by:
    China Postdoctoral Science Foundation(2020M682925)

烯醇类化合物氧化偶联反应作为直接构建C—C键的高效合成方法之一, 是有机化学领域研究关注的重点. 尽管首例烯醇类化合物氧化偶联反应早在1935年就已被报道, 但直到20世纪70年代才得到化学家们的广泛重视, 不过当时反应的有效性和实用性仍有待进一步提高. 近年来, 该反应在有机合成方法学和天然产物全合成方面都取得了快速的发展. 因此, 重点概述了近十年来该类型反应合成方法学的发展及其在天然产物全合成的应用研究进展.

关键词: 氧化偶联反应, 烯醇类化合物, 碳碳键, 方法学, 天然产物

Oxidative coupling reaction of enol derivatives (enolates, enol silanes, enamines, etc.) provides an efficient method for the direct construction of carbon-carbon bond, which plays a prominent role in the field of synthetic chemistry. Although the first case of this reaction had been reported in 1935, it was not until the 1970s that chemists began to pay more attention to this reaction. However, the effectiveness and practicability of this reaction were still somewhat limited at that time. In recent years, this reaction has been developed rapidly in the field of synthetic methodology and the total synthesis of natural products. Therefore, these advances in methodologies and its applications in the total synthesis of natural products in the last decades are mainly summarized.

Key words: oxidative coupling reaction, enol derivatives, carbon-carbon bond, methodology, natural product