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

Xiang Liu , Jiawei He , Keyu Lin , Xingyue Wang , 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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