New Strategies for N-Heterocyclic Carbenes Catalyzed Annulations

• Main Author: Chen, Xiangyu. (Author)
• Corporate Author: SpringerLink (Online service)
• Format: eBook
• Language: English
• Published: Singapore : Springer Singapore : Imprint: Springer, 2017.
• Series: Springer Theses, Recognizing Outstanding Ph.D. Research,
• Subjects: Chemistry.; Organic chemistry.; Medicinal chemistry.; Catalysis.; elektronické knihy; electronic books
• ISBN: 9789811028991
• Physical Description: 1 online resource (XIV, 123 p. 66 illus., 13 illus. in color.)
• ISSN: 2190-5053
• Access: Plný text je dostupný pouze z IP adres počítačů Univerzity Tomáše Bati ve Zlíně nebo vzdáleným přístupem pro zaměstnance a studenty

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.