有机化学 ›› 2020, Vol. 40 ›› Issue (6): 1448-1460.DOI: 10.6023/cjoc202001019 上一篇    下一篇

综述与进展

β,γ-不饱和α-酮酸酯在不对称催化中的应用

陈张鹏飞, 兰文捷, 余轩, 傅滨   

  1. 中国农业大学理学院 北京 100193
  • 收稿日期:2020-01-13 修回日期:2020-03-14 发布日期:2020-03-31
  • 通讯作者: 傅滨 E-mail:fubinchem@cau.edu.cn
  • 基金资助:
    国家自然科学基金(No.21572265)和科技部支撑计划(No.2015BAK45B01)资助项目.

New Application of β,γ-Unsaturated α-Ketoesters in Asymmetric Catalysis

ChenZhang Pengfei, Lan Wenjie, Yu Xuan, Fu Bin   

  1. College of Science, China Agricultural University, Beijing 100193
  • Received:2020-01-13 Revised:2020-03-14 Published:2020-03-31
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21572265) and the Ministry of Science and Technology of China (No. 2015BAK45B01).

βγ-不饱和α-酮酸酯是一种多官能团的合成子,其1,2-双羰基的结构便于进行活化和手性控制,多个反应位点可以进行多样的反应设计.近20年来,许多手性路易斯酸催化剂和有机小分子催化剂被应用到βγ-不饱和α-酮酸酯参与的不对称催化反应中,得到了各种光活性化合物.根据βγ-不饱和α-酮酸酯中的βγ-不饱和α-酰基共轭体系、碳碳双键及羰基三种不同的反应位点分类,对近几年来βγ-不饱和α-酮酸酯在不对称催化中的应用进展进行综述.同时对存在的局限性和未来的发展趋势进行了展望.

关键词: β,γ-不饱和α-酮酸酯, 不对称催化, 应用

β,γ-Unsaturated α-ketoester is a class of polyfunctional synthon. Due to its 1,2-dicarbonyl structure and multiple reactive sites, it has been used for the synthesis of various compounds. In the past twenty years, a number of chiral Lewis acid catalysts and organocatalysts have been applied to asymmetric catalytic reactions using β,γ-unsaturated α-ketoesters and various optically active compounds have been synthesized. The current progress of β,γ-unsaturated α-ketoesters in asymmetric catalysis according to the three different reaction sites, unsaturated acyl conjugate system, carbon-carbon double bond and carbonyl group, is summarized. Finally, the limitation of related reactions and the future development trends are also pointed out.

Key words: β,γ-unsaturated α-ketoester, asymmetric catalysis, application