Zusammenfassung
Different classes of alkynyl-substituted heterazolium derivatives could be covalently immobilized on an azide-functionalized support via copper-catalyzed 1,3-dipolar cycloaddition, which efficiently yields a rigid and robust 1,2,3-triazole linkage. The catalytic performance of the corresponding nucleophilic carbenes (NHCs) was examined in intramolecular Stetter reactions (chroman-4-one products) ...
Zusammenfassung
Different classes of alkynyl-substituted heterazolium derivatives could be covalently immobilized on an azide-functionalized support via copper-catalyzed 1,3-dipolar cycloaddition, which efficiently yields a rigid and robust 1,2,3-triazole linkage. The catalytic performance of the corresponding nucleophilic carbenes (NHCs) was examined in intramolecular Stetter reactions (chroman-4-one products) and organocatalytic redox esterifications (alpha,beta-unsaturated esters). The MeOPEG-immobilized organocatalysts are highly active, and show comparable diastereoselectivities to non-supported derivatives. Additionally, they allow simplified work-up procedures and also have proven to be recyclable.
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