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Reassembly of Unsaturated C–C Bonds by a Cutting/Insertion Cascade
Synlett ( IF 1.7 ) Pub Date : 2022-12-13 , DOI: 10.1055/a-1983-1750
Ying Xu 1 , Ling Li 1 , Min Zhao 1 , Yaojia Jiang 1, 2
Affiliation  

The reassembly of unsaturated C–C bonds has attracted widespread attention from synthetic chemists due to its advantages of unique reactivity, easy handling, and high atom and step economies. We recently explored a cutting/insertion cascade as a means of introducing a new C1 source and constructing functionalized 1,4-keto aldehyde and 2H-furan derivatives through cyclopropanation of enamines with various carbene precursors and subsequent ring-opening reactions in situ. Aminocyclopropanes are believed to be involved as key intermediates in these transformations. This Synpacts article outlines our recent contributions to this increasingly important research area.

1 Introduction

2 Cleavage of Enamine C=C Double Bonds and Hydrolysis to 1,4-Keto Aldehydes

3 Cleavage of Enamine C=C Double Bonds and Cyclization to 2H-Furans

4 Cleavage of Ynone/Ynoate C≡C Triple Bonds

5 Conclusion



中文翻译:

通过切割/插入级联重组不饱和 C-C 键

不饱和C-C键的重组以其独特的反应活性、易于操作以及高原子和步骤经济性等优点引起了合成化学家的广泛关注。我们最近探索了切割/插入级联作为引入新的 C 1来源和构建功能化 1,4-酮醛和 2 H-呋喃衍生物的方法,通过烯胺与各种卡宾前体的环丙烷化和随后的原位开环反应。氨基环丙烷被认为是这些转化过程中的关键中间体。这篇 Synpacts 文章概述了我们最近对这个日益重要的研究领域的贡献。

1 简介

2 烯胺C=C双键的裂解和水解成1,4-酮醛

3 烯胺 C=C 双键的裂解和环化为 2 H-呋喃

4 Ynone/Ynoate C≡C三键的裂解

5 结论

更新日期:2022-12-14
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