A convergent route to functional protected amines, diamines, and β-amino acids

Songzhe Han (1) , Rachel A. Jones (1) , Béatrice Quiclet-Sire (1) , Samir Z. Zard (1)

1 DCSO - Laboratoire de synthèse organique

Phthalimide protected amines react with NBS under peroxide initiation to give geminal phthalimido-bromo derivatives, which are readily converted into the corresponding xanthates. These xanthates in turn undergo radical additions to numerous olefins, providing a convergent and modular access to densely functionalized protected amines and diamines.

Domaines: Chimie organique

Songzhe Han, Rachel A. Jones, Béatrice Quiclet-Sire, Samir Z. Zard. A convergent route to functional protected amines, diamines, and β-amino acids. Tetrahedron, 2014, 70 (40), pp.7192-7206. ⟨10.1016/j.tet.2014.07.055⟩. ⟨hal-01082412⟩