Stereoselective Synthesis of Terminal Monofluoroalkenes from Trifluoromethylated Alkenes - Normandie Université Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2020

Stereoselective Synthesis of Terminal Monofluoroalkenes from Trifluoromethylated Alkenes

Résumé

Herein we report the hydrodefluorination reaction of trifluoromethylated alkenes to access terminal monofluoroalkenes. The use of LiAlH4 allowed the stereoselective synthesis of the terminal monofluoroalkenes in good to excellent yields with good to excellent diastereoselectivities. Mechanistic studies suggested a hydroalumination reaction followed by a stereoselective fluoride elimination.

Domaines

Chimie
Fichier non déposé

Dates et versions

hal-02877369 , version 1 (22-06-2020)

Identifiants

Citer

Pauline Poutrel, Xavier Pannecoucke, Philippe Jubault, Thomas Poisson. Stereoselective Synthesis of Terminal Monofluoroalkenes from Trifluoromethylated Alkenes. Organic Letters, 2020, 22 (12), pp.4858-4863. ⟨10.1021/acs.orglett.0c01701⟩. ⟨hal-02877369⟩
28 Consultations
0 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More