New Strategies for N-Heterocyclic Carbenes Catalyzed 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-...

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Bibliographic Details
Main Author: Chen, Xiangyu
Format: eBook
Language:English
Published: Singapore Springer Nature Singapore 2017, 2017
Edition:1st ed. 2017
Series:Springer Theses, Recognizing Outstanding Ph.D. Research
Subjects:
Online Access:
Collection: Springer eBooks 2005- - Collection details see MPG.ReNa
Description
Summary: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
Physical Description:XIV, 123 p. 66 illus., 13 illus. in color online resource
ISBN:9789811028991