A temporary-bridge strategy for enantioselective organocatalyzed synthesis of aza-seven-membered rings † - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Chemical Communications Année : 2014

A temporary-bridge strategy for enantioselective organocatalyzed synthesis of aza-seven-membered rings †

Résumé

We report the first enantioselective organocatalyzed domino synthesis of azepane moieties. This temporary-bridge strategy is based on a conceptually original annulation of ambident electrophilic and 1,4-bis-nucleophilic a-ketoamides with 1,3-bis-electrophilic enals. The obtained oxygen-bridged azepanes can be selectively transformed into optically active azepanone, azepanol or azepanedione derivatives of high synthetic value.

Domaines

Chimie organique
Fichier principal
Vignette du fichier
HAL37.pdf (1.59 Mo) Télécharger le fichier
Origine : Fichiers éditeurs autorisés sur une archive ouverte
Loading...

Dates et versions

hal-01133431 , version 1 (19-03-2015)

Identifiants

Citer

Sébastien Goudedranche, David Pierrot, Thierry Constantieux, Damien Bonne, Jean Rodriguez. A temporary-bridge strategy for enantioselective organocatalyzed synthesis of aza-seven-membered rings †. Chemical Communications, 2014, 50, pp.15605-15608. ⟨10.1039/c4cc07731h⟩. ⟨hal-01133431⟩
40 Consultations
125 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More