New Strategies for N-Heterocyclic Carbenes Catalyzed Annulations (Springer Theses)

by Xiangyu Chen

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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.

  • ISBN13 9789811097348
  • Publish Date 7 July 2018 (first published 30 December 2016)
  • Publish Status Active
  • Publish Country SG
  • Imprint Springer Verlag, Singapore
  • Edition Softcover reprint of the original 1st ed. 2017
  • Format Paperback
  • Pages 123
  • Language English