New strategies for n-heterocyclic carbenes catalyzed annulations /

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Bibliographic Details
Author / Creator:Chen, Xiangyu.
Imprint:Singapore : Springer, 2017.
Description:1 online resource
Language:English
Series:Springer theses
Springer theses.
Subject:
Format: E-Resource Book
URL for this record:http://pi.lib.uchicago.edu/1001/cat/bib/11270411
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ISBN:9789811028991
9811028990
9789811028984
9811028982
Digital file characteristics:text file PDF
Notes:"Doctoral thesis accepted by Institute of Chemistry, Chinese Academy of Sciences, Beijing, China."
Includes bibliographical references.
Summary: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 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.
Other form:Print version: Chen, Xiangyu. New strategies for n-heterocyclic carbenes catalyzed annulations. Singapore : Springer, 2017 9811028982 9789811028984
Standard no.:10.1007/978-981-10-2899-1