Stereoselective elaboration of side chain residues in cyclopropane- containing dipeptide isosteres

Article abstract of DOI:10.1016/S0040-4039(99)00397-4

A variety of alkyl, substituted alkyl, and aryl side chain residues in cyclopropane-containing dipeptide isosteres were introduced by the highly diastereoselective (dr ≥20:1) additions of organolithium or Grignard reagents to N, N-dimethylhydrazone 6. The resulting hydrazines were transformed into the corresponding N-Boc-protected amines with little or no stereochemical erosion.