Chiral Phosphine Ligands with Amino Acid Moieties

Abstract

Amino acids containing functionalized aromatic substituents are of considerable interest as building blocks for the syntheses and the design of new types of proteins and pharmacologically active compounds. In contrast to amino acids bearing phosphonated phenyl substituents [1], phosphinophenyl derivatives have been reported only very recently[2]. We have been able to synthesize phosphinophenyl amino acids of type 1 or 2 by nucleophilic phosphination [3] of the potassium salts of 2-and 4-fluoro-a-phenylglycine and-alanine with potassium phosphides Ph(R')PK in high yields.