Details

Autor(en) / Beteiligte

• Xi, Yang
• Wang, Chenchen
• Zhang, Qian
• Qu, Jingping
• Chen, Yifeng

Titel

Palladium‐Catalyzed Regio‐, Diastereo‐, and Enantioselective 1,2‐Arylfluorination of Internal Enamides

Ist Teil von

• Angewandte Chemie International Edition, 2021-02, Vol.60 (5), p.2699-2703

Auflage

International ed. in English

Ort / Verlag

Germany: Wiley Subscription Services, Inc

Erscheinungsjahr

2021

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• We herein describe a palladium‐catalyzed three‐component coupling of internal enamides, arylboronic acids, and Selectfluor to access the chiral β‐fluoroaminated moiety with up to 99 % ee. The prefunctionalized oxazolidinone substituted alkene enables the expedient construction of two vicinal stereocenters with excellent regio‐, diastereo‐, and enantioselectivities. The synthetic application is exhibited by selective transformation of the product into various vicinal benzylic fluoride derivatives. The palladium‐catalyzed intermolecular oxidative 1,2‐arylfluorination of internal enamides is reported. The removable oxazolidinone group enabled the highly regio‐, diastereo‐, and enantioselective formation of β‐fluoroamine derivatives containing vicinal stereocenters with broad substrate scope under mild conditions.