Titre :

The Reactivity of Enantiopure ( S )‐6‐Oxopipecolic Acid and Corresponding Pyridoisoquinolines Under Acidic Conditions

Auteur(s) :

Šafář, Peter [Auteur]
Slovak University of Technology in Bratislava [STU]
Marchalín, Štefan [Auteur]
Slovak University of Technology in Bratislava [STU]
Balónová, Barbora [Auteur]
University of Kent [Canterbury]
Šoral, Michal [Auteur]
Slovak University of Technology in Bratislava [STU]
Moncol, Ján [Auteur]
Slovak University of Technology in Bratislava [STU]
Ghinet, Alina [Auteur]
Facteurs de Risque et Déterminants Moléculaires des Maladies liées au Vieillissement - U 1167 [RID-AGE]
Rigo, Benoît [Auteur]
Lille Inflammation Research International Center - U 995 [LIRIC]
Daïch, Adam [Auteur]
Unité de Recherche en Chimie Organique et Macromoléculaire [URCOM]

Titre de la revue :

European Journal of Organic Chemistry

Pagination :

5499-5511

Éditeur :

Wiley-VCH Verlag

Date de publication :

2018-10-18

ISSN :

1434-193X

Discipline(s) HAL :

Chimie

Résumé en anglais : [en]

Enantiopure N ‐benzyl 6‐oxopipecolic acid, obtained from ( S )‐2‐aminoadipic acid, was evaluated under π‐cationic cyclization conditions. If the combination of SOCl 2 /AlCl 3 seems to be superior in terms of the reaction ...
Lire la suite >Enantiopure N ‐benzyl 6‐oxopipecolic acid, obtained from ( S )‐2‐aminoadipic acid, was evaluated under π‐cationic cyclization conditions. If the combination of SOCl 2 /AlCl 3 seems to be superior in terms of the reaction yields, use of PPA, (CF 3 CO) 2 O/BF 3 · Et 2 O, and Eaton's reagent is also very interesting since in addition to the expected keto‐lactam, reduced‐ and oxidized keto‐lactam, enamides and enamidones containing CF 3 CO– residue are isolated. Mechanisms leading to these products as well as the ones resulting from their acidic treatment were proposed and discussed with the help, in some cases, of univocal transformations and X‐ray analysis.Lire moins >

Langue :

Anglais

Vulgarisation :

Non

Collections :

• Facteurs de risque et déterminants moléculaires des maladies liées au vieillissement (RID-AGE) - U1167

Source :

Harvested from HAL