Titanium catalyzed [2σ + 2π] cycloaddition of bicyclo[1.1.0]-butanes with 1,3-dienes for efficient synthesis of stilbene bioisosteres

Natural stilbenes have shown significant potential in the prevention and treatment of diseases due to their diverse pharmacological activities. Here we present a mild and effective Ti-catalyzed intermolecular radical-relay [2σ + 2π] cycloaddition of bicyclo[1.1.0]-butanes and 1,3-dienes. This transf...

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Bibliographic Details
Published in:Nature communications 2024-05, Vol.15 (1), p.4374-4374, Article 4374
Main Authors: Liu, Yonghong, Wu, Zhixian, Shan, Jing-Ran, Yan, Huaipu, Hao, Er-Jun, Shi, Lei
Format: Article
Language:English
Subjects:
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Butanes
Chemistry
Cycloaddition
Dienes
Functional groups
Hexanes
Humanities and Social Sciences
Hydrocarbons
Medical treatment
Metabolism
multidisciplinary
Pharmacokinetics
Pharmacology
Prevention
Relay
Science
Science (multidisciplinary)
Stilbene
Synthesis
Titanium
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Summary:Natural stilbenes have shown significant potential in the prevention and treatment of diseases due to their diverse pharmacological activities. Here we present a mild and effective Ti-catalyzed intermolecular radical-relay [2σ + 2π] cycloaddition of bicyclo[1.1.0]-butanes and 1,3-dienes. This transformation enables the synthesis of bicyclo[2.1.1]hexane (BCH) scaffolds containing aryl vinyl groups with excellent regio- and trans -selectivity and broad functional group tolerance, thus offering rapid access to structurally diverse stilbene bioisosteres. Natural stilbenes show significant potential in the prevention and treatment of diseases due to their diverse pharmacological activities. Here the authors present a mild and effective Ti-catalyzed intermolecular radical-relay cycloaddition reaction with good regio- and trans-selectivity offering rapid access to structurally diverse stilbene bioisosteres.
ISSN:2041-1723
2041-1723
DOI:10.1038/s41467-024-48494-9