Synthesis of Substituted Cyclooctenes through Cross-Coupling Reactions

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.