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Synthesis 2024; 56(24): 3829-3848
DOI: 10.1055/a-2402-6920
DOI: 10.1055/a-2402-6920
short review
Synthesis of Cyclobutanes and Cyclobutenes by Strain-Release-Driven Ring-Opening of Bicyclo[1.1.0]butanes
This work was supported by the Fundamental Research Funds for the Central Universities, China.
Dedicated to Professor Hans-Ulrich Reißig on the occasion of his 75th birthday.
Abstract
Cyclobutanes and cyclobutenes exhibit intriguing structures and demonstrate significant biological activities and diverse synthetic applications. This review aims to summarize recent progress in strain-release-driven ring-opening reactions of bicyclo[1.1.0]butanes (BCBs) to synthesize these four-membered carbon rings. It outlines the strategies, regio- and stereoselectivity, the synthetic scope of reactions, and the mechanistic implications of the catalytic ring-opening process, providing a supplementary perspective to existing reviews.
1 Introduction
2 Thermally Driven Nucleophilic Ring-Opening
3 Thermally Driven Rearrangement and Isomerization Reaction
4 Light-Driven Ring-Opening
5 Transition-Metal/Lewis Acid Catalyzed Ring-Opening
6 Conclusion and Outlook
Key words
strained molecules - bicyclo[1.1.0]butanes - cyclobutanes - cyclobutenes - ring-opening reactionPublication History
Received: 30 July 2024
Accepted after revision: 23 August 2024
Accepted Manuscript online:
23 August 2024
Article published online:
25 September 2024
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