Preparation of labeled aromatic amino acids via late-stage 18F-fluorination of chiral nickel and copper complexes

Abstract

A general protocol for the preparation of ¹⁸F-labeled AAAs and α-methyl-AAAs applying alcohol-enhanced Cu-mediated radiofluorination of Bpin-substituted chiral complexes using Ni/Cu-BPX templates as double protecting groups is reported. The chiral auxiliaries are easily accessible from commercially available starting materials in a few synthetic steps. The versatility of the method was demonstrated by the high-yielding preparation of a series of [¹⁸F]F-AAAs and the successful implementation of the protocol into automated radiosynthesis modules.