Asymmetric Synthesis of a Novel Phenylogous Amino Acid Mimicking an Extended Dipeptide

Article abstract of DOI:10.1016/0040-4039(95)01877-K

Synthesis of an orthogonally protected form of phenylogous amino acid 1 which mimics an extended conformation of the dipeptide Arg-Gly was achieved.Key steps involve a diastereoselective addition of allylic organometallic reagents to chiral imine 2 and a palladium mediated carboalkoxylation of aryl bromide 5.