Catalytic strain-release enabled cycloaddition of carbonyl activated bicyclo[1.1.0]butanes
Binghui Wang1,2, Xu Ban1, Zhiyong Jiang1,3
1School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, 453007, China. banxu@htu.edu.cn.
Abstract:
Bicyclo[1.1.0]butanes (BCBs), characterized by their compact and highly strained carbocyclic frameworks, have emerged as versatile building blocks in modern synthetic chemistry. Their distinctive geometry and low activation barriers enable diverse strain-release cycloadditions, granting efficient access to architecturally complex ring systems. In recent years, significant progress has been achieved in catalytic cycloaddition strategies that harness the reactivity of carbonyl activated BCBs due to the presence of a carbonyl group on the bridgehead, especially Lewis acid-mediated and photochemical radical transformations. This review summarizes these advances with a focus on mechanistic principles, catalyst design, and synthetic applications. By organizing reactions across two-electron, single-electron or carbene pathways, we highlight current trends, challenges, and opportunities in this rapidly evolving field. We anticipate this review will inspire further innovations in BCB chemistry and promote interdisciplinary applications in drug discovery and molecular design.
More Related Videos
08:56Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
07:50Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Related Concept Videos
Cycloaddition Reactions: MO Requirements for Thermal Activation
Cycloaddition Reactions: Overview
Conformations of Cycloalkanes
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene
Electrophilic 1,2- and 1,4-Addition of HX to 1,3-Butadiene
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
