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EB

EB

ONLINE

Singapore : Springer Singapore : Imprint: Springer, 2017

1 online zdroj

ISBN 978-981-10-2899-1 (e-kniha)

ISBN 9789811028984 (print)

Springer Theses, Recognizing Outstanding Ph.D. Research, ISSN 2190-5053

Printed edition: ISBN 9789811028984

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

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