Zeitler, Kirsten and Mager, Ina (2007) An efficient and versatile approach for the immobilization of carbene precursors via copper-catalyzed [3+2]-cycloaddition and their catalytic application. ADVANCED SYNTHESIS & CATALYSIS, 349 (11-12). pp. 1851-1857. ISSN 1615-4150, 1615-4169
Full text not available from this repository. (Request a copy)Abstract
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.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | INTRAMOLECULAR STETTER REACTION; N-HETEROCYCLIC CARBENES; DIELS-ALDER REACTIONS; ORGANIC-SYNTHESIS; CLICK CHEMISTRY; ASYMMETRIC ORGANOCATALYSIS; 1,3-DIPOLAR CYCLOADDITIONS; TERMINAL ALKYNES; IONIC LIQUIDS; AZIDE-ALKYNE; carbenes; catalyst immobilization; click chemistry; organ ocatalysis; redox esterification; Stetter reaction |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Alumni or Retired Professors > Arbeitskreis Dr. Kirsten Zeitler |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 02 Dec 2020 06:27 |
| Last Modified: | 02 Dec 2020 06:27 |
| URI: | https://pred.uni-regensburg.de/id/eprint/32404 |
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