New Strategies for N-Heterocyclic Carbenes Catalyzed Annulations

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New Strategies for N-Heterocyclic Carbenes Catalyzed Annulations

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This thesis focuses on NHC-catalyzed annulation of nitroalkenes, enals and α,β-unsaturated carboxylic acids. (1) NHCs were found to be efficient catalysts for the

4+2

annulation of β-substituted nitroalkenes. The scope of Rauhut?Currier reaction was successfully extended to the most challenging β-substituted alkenes by this method; (2) Enals were successfully used for

4+2

annulations with azodicarboxylates catalyzed by NHC via γ-addition. Highly enantiopure tetrahydropyridazinones and γ-amino acid derivatives could be easily prepared by subsequent transformations of the resulting dihydropyridazinones. (4) The readily available α,β-unsaturated carboxylic acids were first successfully employed to generate the α,β-unsaturated acyl azolium intermediates by using NHC for the enantioselective

3+2

and

3+3

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easily Rauhut azolium annulation catalysts