New Strategies for N-Heterocyclic Carbenes Catalyzed Annulations
Seiten
2016
|
1st ed. 2017
Springer Verlag, Singapore
978-981-10-2898-4 (ISBN)
Springer Verlag, Singapore
978-981-10-2898-4 (ISBN)
This thesis focuses on NHC-catalyzed annulation of nitroalkenes, enals and α,β-unsaturated carboxylic acids. (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] annulations.
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] annulations.
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] annulations.
Introduction.- NHC-catalyzed Annulations of Nitroalkenes.- NHC-catalyzed Enantioselective Annulations of Enals.- NHC-catalyzed Enantioselective Annulations of α,β-unsaturated Carboxylic Acids.- Experimental Part.- Research Summary.
| Erscheinungsdatum | 12.01.2017 |
|---|---|
| Reihe/Serie | Springer Theses |
| Zusatzinfo | 13 Illustrations, color; 53 Illustrations, black and white; XIV, 123 p. 66 illus., 13 illus. in color. |
| Verlagsort | Singapore |
| Sprache | englisch |
| Maße | 155 x 235 mm |
| Themenwelt | Medizin / Pharmazie ► Pharmazie |
| Naturwissenschaften ► Biologie ► Biochemie | |
| Naturwissenschaften ► Chemie ► Organische Chemie | |
| Naturwissenschaften ► Chemie ► Physikalische Chemie | |
| Schlagworte | Annulations • enantioselective synthesis • Heterocycles • N-heterocyclic carbenes • Organocatalysis |
| ISBN-10 | 981-10-2898-2 / 9811028982 |
| ISBN-13 | 978-981-10-2898-4 / 9789811028984 |
| Zustand | Neuware |
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