A simple and efficient asymmetric synthesis of 3-alkyl-isoindolin-1-ones - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Tetrahedron Année : 2002

A simple and efficient asymmetric synthesis of 3-alkyl-isoindolin-1-ones

Résumé

A simple asymmetric access to 3-alkyl-isoindolin-1-ones was investigated through the diastereoselective alkylation of 2-[(1R)-2-hydroxy-1-phenylethyl]-2,3-dihydro-1H-isoindolin-1-one 5. High diastereoselectivities were observed with LDA or LiHMDS while the isolated yields were modest (about 50%). In contrast the use of NaHMDS gave good isolated yields (up to 85%) but lowered diastereoselectivities. This methodology offers an efficient asymmetric synthesis of 3-alkylated isoindolin-1-ones.
Fichier principal
Vignette du fichier
tetrahedron 2002.pdf (136.65 Ko) Télécharger le fichier
Origine : Fichiers produits par l'(les) auteur(s)

Dates et versions

hal-03384947 , version 1 (19-10-2021)

Identifiants

Citer

Joelle Pérard-Viret, Thierry Prangé, Alain Tomas, Jacques Royer. A simple and efficient asymmetric synthesis of 3-alkyl-isoindolin-1-ones. Tetrahedron, 2002, 58 (25), pp.5103-5108. ⟨10.1016/S0040-4020(02)00462-3⟩. ⟨hal-03384947⟩

Collections

CNRS UP-SANTE
8 Consultations
35 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More