New Strategies for N-Heterocyclic Carbenes Catalyzed Annulations

This thesis focuses on NHC-catalyzed annulation of nitroalkenes, enals and ,beta-unsaturated carboxylic acids. (1) NHCs were found to be efficient catalysts for the [4+2] annulation of beta-substituted nitroalkenes. The scope of Rauhut-Currier reaction was successfully extended to the most challenging beta-substituted alkenes by this method; (2) Enals were successfully used for [4+2] annulations with azodicarboxylates catalyzed by NHC via Gamma-addition. Highly enantiopure tetrahydropyridazinones and Gamma-amino acid derivatives could be easily prepared by subsequent transformations of the resulting dihydropyridazinones. (4) The readily available ,beta-unsaturated carboxylic acids were first successfully employed to generate the ,beta-unsaturated acyl azolium intermediates by using NHC for the enantioselective [3+2] and [3+3] annulations.

List of contents

Introduction.- NHC-catalyzed Annulations of Nitroalkenes.- NHC-catalyzed Enantioselective Annulations of Enals.- NHC-catalyzed Enantioselective Annulations of ,beta-unsaturated Carboxylic Acids.- Experimental Part.- Research Summary.

Product details

• Authors: Xiangyu Chen
• Publisher: Springer, Berlin
• Languages: English
• Product format: Paperback / Softback
• Released: 31.01.2019
• EAN: 9789811097348
• ISBN: 978-981-10-9734-8
• No. of pages: 123
• Dimensions: 155 mm x 7 mm x 235 mm
• Weight: 226 g
• Illustrations: XIV, 123 p. 66 illus., 13 illus. in color.
• Series: Springer Theses; Springer Theses
• Subjects: Natural sciences, medicine, IT, technology > Biology > Biochemistry, biophysics; Organische Chemie, B, ORGANIC CHEMISTRY, SCIENCE / Chemistry / Industrial & Technical, Science, SCIENCE / Chemistry / Organic, SCIENCE / Chemistry / Clinical, biochemistry, Catalysis, Chemistry and Materials Science, MEDICINAL CHEMISTRY