A novel conformationally restricted analogue of 3-methylaspartic acid via stereoselective methylation of chiral pyrrolidin-2-ones

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

Research output: Contribution to journalArticle

Abstract

Conformationally restricted analogues of β-methylaspartic acid were easily prepared starting from chiral N-protected trans-3-amino-4-methoxycarbonyl pyrrolidin-2-ones. The key step of the synthesis was the methylation reaction at C-4, proceeding with high diastereoselection syn to the protected amino group lying at C-3 of the pyrrolidin-2-one ring.

Original languageEnglish
Pages (from-to)400-405
Number of pages6
JournalTetrahedron
Volume66
Issue number1
DOIs
Publication statusPublished - Jan 2 2010

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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