Synthesis of peptidomimetics using a polymer-bound Boc-linker

Boc-resin-bound -hydroxy--amino-aldehydes are accessible starting from N-terminally bound amino acidesters by using Dondoni's C₁-homologationreaction sequence. The conversion of these synthons totwo different peptide mimetics – 2-hydroxy-1,3-ethyl-diamines and -hydroxy--amino-vinyl sulfones – hasbeen investigated. The successful transfer of thecomplex -amino acid homologation reactionsequence into solid-phase chemistry demonstrates thepotentials of the Boc-resin for synthesis of peptidomimetics.