New Strategies for N-Heterocyclic Carbenes Catalyzed Annulations

  • Xiangyu Chen

Part of the Springer Theses book series (Springer Theses)

Table of contents

  1. Front Matter
    Pages i-xiv
  2. Xiangyu Chen
    Pages 1-28
  3. Xiangyu Chen
    Pages 121-123

About this book

Introduction

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.

Keywords

N-heterocyclic Carbenes Organocatalysis Annulations Enantioselective synthesis Heterocycles

Authors and affiliations

  • Xiangyu Chen
    • 1
  1. 1.Institute of ChemistryChinese Academy of Sciences Institute of ChemistryBeijingChina

Bibliographic information

  • DOI https://doi.org/10.1007/978-981-10-2899-1
  • Copyright Information Springer Nature Singapore Pte Ltd. 2017
  • Publisher Name Springer, Singapore
  • eBook Packages Chemistry and Materials Science
  • Print ISBN 978-981-10-2898-4
  • Online ISBN 978-981-10-2899-1
  • Series Print ISSN 2190-5053
  • Series Online ISSN 2190-5061
  • About this book