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Radical Strategy for the Transition-Metal-Catalyzed Synthesis of γ-Lactones: A Review
Synthesis ( IF 2.2 ) Pub Date : 2020-06-08 , DOI: 10.1055/s-0040-1707835
Ren-Jie Song 1 , Bin Wei , Ke-Wei Li , Yan-Chen Wu , Shi-Qi Tong
Affiliation  


Published as part of the Special Topic Recent Advances in Metal-Catalyzed Ring Construction

Abstract

The γ-lactone skeleton is very important component of various natural products, biological molecules, food additives, and perfumes. As a result, much effort has been made towards such compounds. In this review, we summarize recent progress in transition-metal-catalyzed annulation reactions for the formation of γ-lactone derivatives through a radical pathway. Various reagents, such as anhydrides, Togni’s reagent, TMSN3, arenesulfonyl chlorides, arenediazonium salts, dibenzoyl peroxides, O-benzoylhydroxylamine, NFSI, and α-halocarboxylic compounds, used in radical cyclization reactions are described, and the mechanisms of these radical annulation reactions are also discussed.

1 Introduction

2 Annulations of Alkenes with Anhydrides

3 Annulations of Unsaturated Carboxylic Acids with Nucleophiles

4 Annulations of Alkenes with α-Halocarboxylic Compounds

5 Conclusions and Outlook



中文翻译:

过渡金属催化合成γ-内酯的自由基策略:综述


作为特别主题的一部分发表,金属催化环结构的最新进展

抽象

γ-内酯骨架是各种天然产物,生物分子,食品添加剂和香水中非常重要的组成部分。结果,已经为此类化合物付出了很多努力。在这篇综述中,我们总结了通过自由基途径形成γ-内酯衍生物的过渡金属催化环化反应的最新进展。描述了自由基环化反应中使用的各种试剂,例如酸酐,Togni试剂,TMSN 3,芳磺酰氯,槟榔重氮盐,过氧化二苯甲酰,O-苯甲酰羟胺,NFSI和α-卤代羧酸化合物,以及这些自由基环化反应的机理也进行了讨论。

1引言

2环烯烃与酸酐

3种不饱和羧酸与亲核试剂的关系

4种带有α-卤代羧酸化合物的烯烃的环

5结论与展望

更新日期:2020-06-08
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