State-of-the-art strategies for Lewis acid-catalyzed strain-release cycloadditions of bicyclo[1.1.0]butanes (BCBs)

IF 4.6 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2024-10-21 DOI:10.1039/D4QO01741B
Xiang Liu, Jiawei He, Keyu Lin, Xingyue Wang and Hua Cao
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Abstract

Due to their low activation energy barriers, small strained carbocyclic systems have always been fascinating building blocks in organic chemistry. Among them, BCBs, as the smallest bicyclic carbocycles, exhibit a molecular structure, bond angles, and orbital hybridization significantly different from those of strain-free hydrocarbons, resulting in unique reactivity. In recent years, Lewis acid-catalyzed strain-release cycloaddition reactions have made BCBs powerful synthetic tools, utilized in various laboratories to expand into other ring systems. This review primarily focuses on the latest developments in Lewis acid-catalyzed strain-release cycloaddition reactions of BCBs, highlighting the applications and limitations of this catalytic system in different types of cycloaddition reactions, providing professionals and non-professionals in the field with valuable insights and new inspiration.

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路易斯酸催化双环[1.1.0]丁烷 (BCB) 应变释放环加成的最新策略
由于其活化能垒较低,小应变碳环系统一直是有机化学中令人着迷的构建模块。其中,BCBs 作为最小的双环碳环,在分子结构、键角和轨道杂化方面与无应变碳氢化合物有很大不同,因而具有独特的反应活性。近年来,路易斯酸催化的应变释放环加成反应使 BCB 成为强大的合成工具,各种实验室都在利用 BCB 扩展到其他环系统。这篇综述主要关注路易斯酸催化的 BCB 应变释放环化反应的最新进展,重点介绍了这一催化体系在不同类型环化反应中的应用和局限性,为该领域的专业人士和非专业人士提供有价值的见解和新的启发。
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来源期刊
Organic Chemistry Frontiers
Organic Chemistry Frontiers CHEMISTRY, ORGANIC-
CiteScore
7.90
自引率
11.10%
发文量
686
审稿时长
1 months
期刊介绍: Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.
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