Candida antarctica lipase B-catalyzed ring opening of 4-arylalkyl-substituted β-lactams

Gábor Tasnádi, Eniko Forró, Ferenc Fülöp

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

The Lipolase-catalyzed ring opening of racemic 4-benzyl- 3 and 4-phenylethyl-2-azetidinone 4 was performed with 0.5 equiv of H2O in diisopropyl ether at 45 °C. The resulting (S)-β-amino acid 5 or 6 (ee ≥ 87%) and (R)-β-lactam 7 or 8 (ee >99%) enantiomers could easily be separated. The ring opening of enantiomeric β-lactams with 18% aqueous HCl afforded the corresponding enantiopure β-amino acid hydrochlorides 9 and 10 (ee >99%).

Original languageEnglish
Pages (from-to)2841-2844
Number of pages4
JournalTetrahedron Asymmetry
Volume18
Issue number23
DOIs
Publication statusPublished - Nov 26 2007

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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