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
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  • 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

  网络出版日期: 2020-03-31

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
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  • College of Science, China Agricultural University, Beijing 100193

Received date: 2020-01-13

  Revised date: 2020-03-14

  Online 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).

摘要

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.

本文引用格式

陈张鹏飞 , 兰文捷 , 余轩 , 傅滨 . β,γ-不饱和α-酮酸酯在不对称催化中的应用[J]. 有机化学, 2020 , 40(6) : 1448 -1460 . DOI: 10.6023/cjoc202001019

Abstract

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.

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