Enantioselective catalytic synthesis of α-aryl-α-SCF 3 -β 2,2 -amino acids

Andreas Eitzinger (1) , Jean-François Brière (2) , Dominique Cahard (2) , Mario Waser (1)

1 JKU - Johannes Kepler University Linz [Linz]
2 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse

We herein report a novel entry towards chiral α-SCF3-β2,2-amino acids by carrying out the ammonium salt-catalyzed α-trifluoromethylthiolation of isoxazolidin-5-ones. This approach allowed for high enantioselectivities and high yields and the obtained heterocycles proved to be versatile platforms to access other targets of potential interest.

Domains: Chemical Sciences; Catalysis; Chemical Sciences; Organic chemistry

Andreas Eitzinger, Jean-François Brière, Dominique Cahard, Mario Waser. Enantioselective catalytic synthesis of α-aryl-α-SCF 3 -β 2,2 -amino acids. Organic & Biomolecular Chemistry, 2020, 18 (3), pp.405-408. ⟨10.1039/c9ob02666e⟩. ⟨hal-02442629⟩