Stereoselective formation of tricyclic cephalosporins in reactions to cephem phosphorus ylides and ketoaldehydes

János Pitlik, Tamás E. Gunda, G. Batta, J. Jekó́

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Novel tricyclic cephalosporins (3a-d) and cephem 3-α,β-unsaturated ketones (2c-f) were obtained in a Wittig-type approach with cephalosporin C-3 phosphorus ylides and keto-substituted aldehydes in completely stereoselective reactions. The product ratio was found to be a function of the substituent on the aldehyde. Structure elucidation of the products was carried out by means of NMR methods and molecular mechanics.

Original languageEnglish
Pages (from-to)2451-2456
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume3
Issue number11
DOIs
Publication statusPublished - 1993

Fingerprint

Cephalosporins
Aldehydes
Phosphorus
Molecular mechanics
Ketones
Mechanics
Nuclear magnetic resonance
cephalosporin C

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Stereoselective formation of tricyclic cephalosporins in reactions to cephem phosphorus ylides and ketoaldehydes. / Pitlik, János; Gunda, Tamás E.; Batta, G.; Jekó́, J.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 3, No. 11, 1993, p. 2451-2456.

Research output: Contribution to journalArticle

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