Conformationally restricted analogues of both (S)-β-homoserine and (S)-aspartic acid from chiral 3-acylamino pyrrolidin-2-ones

Roberta Galeazzi, Gianluca Martelli, Mario Orena, Samuele Rinaldi, Piera Sabatino

Research output: Contribution to journalArticlepeer-review

Abstract

Starting from chiral 3,4-trans-disubstituted pyrrolidin-2-ones 11a and 11b, obtained from a Baylis-Hillman adduct, conformationally restricted analogues of both (S)-β-homoserine, 17, and (S)-aspartic acid, 21, were synthesized, respectively, and these compounds are suitable either for introduction in peptidomimetics or for synthesis of novel β-foldamers.

Original languageEnglish
Pages (from-to)5465-5473
Number of pages9
JournalTetrahedron
Volume61
Issue number23
DOIs
Publication statusPublished - Jun 6 2005

Keywords

  • Amino acids
  • Analogues
  • Baylis-Hillman
  • Conformational constrictions
  • Peptidomimetics

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Fingerprint Dive into the research topics of 'Conformationally restricted analogues of both (S)-β-homoserine and (S)-aspartic acid from chiral 3-acylamino pyrrolidin-2-ones'. Together they form a unique fingerprint.

Cite this