Studies on the synthesis of cyanomethyleneamino pseudopeptides

@article{Herranz1993StudiesOT,
  title={Studies on the synthesis of cyanomethyleneamino pseudopeptides},
  author={Rosario Herranz and M.Luisa Su{\'a}rez-Gea and Soledad Vinuesa and Ma Teresa Garc{\'i}a-L{\'o}pez},
  journal={Journal of Organic Chemistry},
  year={1993},
  volume={58},
  pages={5186-5191}
}
Various cyanomethyleneamino pseudodipeptides were easily prepared in high yield by the Lewis acid catalyzed addition of trimethylsilyl cyanide to unstable aldimine intermediates, obtained from the reaction of N-protected α-amino aldehydes with C-protected amino acids. The two possible (R)- and (S)-epimers at the peptide bond surrogate chiral center were obtained. In this thermodynamically controlled synthesis, the absolute configurations of the α-amino aldehyde and the amino acid proved to be… 
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