Synthesis of the first pseudo-phosphonopeptides derived from (ferrocenyl)aminomethanephosphonous acids

The first example of the condensation of (ferrocene)-N-benzhydrylamino-methanephosphonous acid (1) with α-amino acids 2a–d and several model dipeptides 4a–d and the tripeptide dl-alanyl-dl-leucinyl-glycine (4e) in the presence of DCC resulted in pseudo-phosphono-dipeptides 3a–d and pseudo-phosphono-oligopeptides 5a–d. The probable chiral assistance of the incoming amino acid or peptide in the formation of the new chiral center on phosphorus was also a feature of this method.