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Spirobicyclic and Tetracyclic Pyrazolidinones: Syntheses and Properties

Authors :
Perez, Fabien
Leveille, Thibault
Bertolotti, Mathilde
Rodriguez, Jean
Coquerel, Yoann
Institut des Sciences Moléculaires de Marseille (ISM2)
Aix Marseille Université (AMU)-École Centrale de Marseille (ECM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
ANR-13-JS07-0002,STUDORCA,Etudes en Organocatalyse(2013)
Source :
European Journal of Organic Chemistry, European Journal of Organic Chemistry, 2019, 2019 (35), pp.6034-6043. ⟨10.1002/ejoc.201900989⟩, European Journal of Organic Chemistry, Wiley-VCH Verlag, 2019, 2019 (35), pp.6034-6043. ⟨10.1002/ejoc.201900989⟩
Publication Year :
2019
Publisher :
HAL CCSD, 2019.

Abstract

International audience; The stereoselective syntheses of spirobicyclic and tetracyclic pyrazolidinones are reported based on a (3+2) annu- lation between hydrazones and α-oxoketenes. Some of these conformationally constrained molecules were resolved as enantiopure materials by HPLC techniques and evaluated as amino- catalysts for iminium activation in a model Diels–Alder cyclo- addition.

Details

Language :
English
ISSN :
1434193X and 10990690
Database :
OpenAIRE
Journal :
European Journal of Organic Chemistry, European Journal of Organic Chemistry, 2019, 2019 (35), pp.6034-6043. ⟨10.1002/ejoc.201900989⟩, European Journal of Organic Chemistry, Wiley-VCH Verlag, 2019, 2019 (35), pp.6034-6043. ⟨10.1002/ejoc.201900989⟩
Accession number :
edsair.dedup.wf.001..5f690ba0e619162753ba6d614524c1d9
Full Text :
https://doi.org/10.1002/ejoc.201900989⟩