Synthesis of Oxazolidin-4-ones: Domino O -Alkylation/Aza-Michael/Intramolecular Retro-Claisen Condensation - Le Mans Université Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2016

Synthesis of Oxazolidin-4-ones: Domino O -Alkylation/Aza-Michael/Intramolecular Retro-Claisen Condensation

Résumé

An original and rapid domino reaction for access to oxazolidin-4-ones is presented. Simply by heating α-bromoamido alcohol in the presence of KNaCO3 and water with readily prepared Michael acceptors, an unprecedented molecular rearrangement is generated. This new methodology enables the hitherto unreported synthesis of functionalized oxazolidin-4-ones. The process was proved to be compatible with a wide variety of substrates, and high regioselectivities were achieved.
Fichier non déposé

Dates et versions

hal-01912406 , version 1 (05-11-2018)

Identifiants

Citer

Abderrahman El Bouakher, Ronan Le Goff, Jordan Tasserie, Jérôme Lhoste, Arnaud Martel, et al.. Synthesis of Oxazolidin-4-ones: Domino O -Alkylation/Aza-Michael/Intramolecular Retro-Claisen Condensation. Organic Letters, 2016, 18 (10), pp.2383-2386. ⟨10.1021/acs.orglett.6b00851⟩. ⟨hal-01912406⟩
63 Consultations
0 Téléchargements

Altmetric

Partager

Gmail Mastodon Facebook X LinkedIn More