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Synfacts 2025; 21(07): 678
DOI: 10.1055/a-2601-5137
DOI: 10.1055/a-2601-5137
Synthesis of Materials and Unnatural Products
Strained Spirocyclobutane from Cross-[2+2]-Cycloaddition in Molecular Cages
Ruan J,
Lu Y-L,
Hu P *,
Su C-Y.
Sun Yat-Sen University, Guangzhou, P. R. China
Asymmetric Synthesis of Strained Multichiral Spirocyclobutanes through Cage-Confined Cross [2+2] Photocycloaddition.
J. Am. Chem. Soc. 2025;
147: 10475-10484
DOI: 10.1021/jacs.4c18358
Asymmetric Synthesis of Strained Multichiral Spirocyclobutanes through Cage-Confined Cross [2+2] Photocycloaddition.
J. Am. Chem. Soc. 2025;
147: 10475-10484
DOI: 10.1021/jacs.4c18358
Keywords
spirocyclobutanes - [2+2] photocycloaddition - cage-confined reaction - asymmetric synthesis
Significance
Highly strained spirocyclobutanes containing multiple chiral centers in the four-membered rings are successfully synthesized through a mild, visible-light-induced cross-[2 + 2]-photocycloaddition, realized in cage-confined cavities.
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Comment
The asymmetric photocatalysis relies on the chiral open pocket of a photoreactor, which promotes dynamic yet selective bimolecular recognition and cross-cycloaddition with enhanced reactivity. Unconventional enantioselectivity and good substrate tolerance are demonstrated.
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Publication History
Article published online:
23 June 2025
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