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 journalArticle

33 Citations (Scopus)

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

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Homoserine
Peptidomimetics
Aspartic Acid

Keywords

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

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Conformationally restricted analogues of both (S)-β-homoserine and (S)-aspartic acid from chiral 3-acylamino pyrrolidin-2-ones. / Galeazzi, Roberta; Martelli, Gianluca; Orena, Mario; Rinaldi, Samuele; Sabatino, Piera.

In: Tetrahedron, Vol. 61, No. 23, 06.06.2005, p. 5465-5473.

Research output: Contribution to journalArticle

Galeazzi, Roberta ; Martelli, Gianluca ; Orena, Mario ; Rinaldi, Samuele ; Sabatino, Piera. / Conformationally restricted analogues of both (S)-β-homoserine and (S)-aspartic acid from chiral 3-acylamino pyrrolidin-2-ones. In: Tetrahedron. 2005 ; Vol. 61, No. 23. pp. 5465-5473.
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AU - Rinaldi, Samuele

AU - Sabatino, Piera

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