The Elaboration of a General Approach to the Asymmetric Synthesis of 1,4‐Substituted 1,2,3‐Triazole Containing Amino Acids via Ni(II) Complexes

Abstract

Listen

Translate article

AbstractHerein we report a general method of the asymmetric synthesis of 1,4‐substituted 1,2,3‐triazole containing amino acids via copper(I) iodide catalyzed “click reaction” between azides and chiral Ni(II) complexes of Schiff bases of (S)‐ or (R)‐BPB with alkyne side chain derivatised amino acids. The final Ni(II) complexes were decomposed with aqueous HCl and the 1,4‐substituted 1,2,3‐triazole containing amino acids isolated with excellent enantioselectivities (>99% ee). The chiral auxiliary ligand (BPB=N‐benzyl proline benzophenone) can be recycled and reused for the synthesis of starting Ni(II) complexes.