Transition-Metal-Free α-Vinylation of Enolizable Ketones with β-Bromostyrenes - Université de Montpellier Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2019

Transition-Metal-Free α-Vinylation of Enolizable Ketones with β-Bromostyrenes

Résumé

An α-vinylation of enolizable ketones has been developed by using β-bromostyrenes and a KOtBu/NMP system. β,γ-Unsaturated ketones of E configuration were obtained in excellent yield and selectivity. Further synthetic possibilities are highlighted by one-pot functionalization via trapping of intermediate dienolates with alkyl, allyl, benzyl, and propargyl halides to generate quaternary centers. The reported transformation is believed to involve phenylacetylene and propargylic alcohol derivatives.
Fichier principal
Vignette du fichier
03 - Organic Letters 2019.pdf (554.01 Ko) Télécharger le fichier
Origine : Fichiers produits par l'(les) auteur(s)

Dates et versions

hal-02098027 , version 1 (07-01-2021)

Identifiants

Citer

Yassir Zaid, Clève Dionel Mboyi, Martin Pichette Drapeau, Léa Radal, Fouad Ouazzani Chahdi, et al.. Transition-Metal-Free α-Vinylation of Enolizable Ketones with β-Bromostyrenes. Organic Letters, 2019, 21 (6), pp.1564-1568. ⟨10.1021/acs.orglett.8b04004⟩. ⟨hal-02098027⟩
79 Consultations
62 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More