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This thesis focuses on NHC-catalyzed annulation of nitroalkenes,
enals and , -unsaturated carboxylic acids. (1) NHCs were found to
be efficient catalysts for the [4+2] annulation of -substituted
nitroalkenes. The scope of Rauhut-Currier reaction was successfully
extended to the most challenging -substituted alkenes by this
method; (2) Enals were successfully used for [4+2] annulations with
azodicarboxylates catalyzed by NHC via -addition. Highly
enantiopure tetrahydropyridazinones and -amino acid derivatives
could be easily prepared by subsequent transformations of the
resulting dihydropyridazinones. (4) The readily available ,
-unsaturated carboxylic acids were first successfully employed to
generate the , -unsaturated acyl azolium intermediates by using NHC
for the enantioselective [3+2] and [3+3] annulations.
This thesis focuses on NHC-catalyzed annulation of nitroalkenes,
enals and , -unsaturated carboxylic acids. (1) NHCs were found to
be efficient catalysts for the [4+2] annulation of -substituted
nitroalkenes. The scope of Rauhut-Currier reaction was successfully
extended to the most challenging -substituted alkenes by this
method; (2) Enals were successfully used for [4+2] annulations with
azodicarboxylates catalyzed by NHC via -addition. Highly
enantiopure tetrahydropyridazinones and -amino acid derivatives
could be easily prepared by subsequent transformations of the
resulting dihydropyridazinones. (4) The readily available ,
-unsaturated carboxylic acids were first successfully employed to
generate the , -unsaturated acyl azolium intermediates by using NHC
for the enantioselective [3+2] and [3+3] annulations.
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