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Synlett
DOI: 10.1055/a-2330-0819
letter

Synthesis of Substituted Cyclooctenes through Cross-Coupling Reactions

Ryuichi Murata
1   Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto, Japan (Ringgold ID: RIN12918)
,
Rakuto Yoshida
2   Institute for Catalysis, Hokkaido University, Sapporo, Japan (Ringgold ID: RIN12810)
,
Daisuke Uraguchi
2   Institute for Catalysis, Hokkaido University, Sapporo, Japan (Ringgold ID: RIN12810)
3   List Sustainable Digital Transformation Catalyst Collaboration Research Platform, Institute for Chemical Reaction Design and Discovery (ICReDD List-PF), Hokkaido University, Sapporo, Japan (Ringgold ID: RIN12810)
,
Keisuke Asano 
2   Institute for Catalysis, Hokkaido University, Sapporo, Japan (Ringgold ID: RIN12810)
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Cross-coupling methods for the introduction of various substituents into the olefin moiety of cyclooctenes were developed. A range of 1-substituted cis-cyclooctenes were synthesized. These protocols unlocked routes to previously inaccessible derivatives, allowing for the syntheses of cis-cyclooctenes bearing various functional groups. Moreover, the method was applied to the synthesis of a 1,2-disubstituted trans-cyclooctene for the first time, which proved to be a significantly active organocatalyst in relation to the previously developed monosubstituted trans-cyclooctene.



Publication History

Received: 18 April 2024

Accepted after revision: 18 May 2024

Accepted Manuscript online:
18 May 2024

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