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Träfflista för sökning "WFRF:(Hosztafi S.) srt2:(1996)"

Search: WFRF:(Hosztafi S.) > (1996)

  • Result 1-2 of 2
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1.
  • Marton, J., et al. (author)
  • Reaction of morphinan-6,8-dienes with azadienophiles
  • 1996
  • In: Tetrahedron. - : Elsevier BV. - 0040-4020 .- 1464-5416. ; 52:7, s. 2449-2464
  • Journal article (peer-reviewed)abstract
    • Reaction of various morphinan dienes, i.e. thebaine (1a), N-demethyl-N-formylthebaine (1b), 6-demethoxythebaine (1c), β-dihydrothebaine (2a), 4-acetoxy-β-dihydrothebaine (2b), 7-chloro-6-demethoxythebaine (3a) and 7-bromo-6-demethyoxythebaine (3b) with 4-phenyl-4H-1,2,4-triazoline-3,5-dione (PTAD) gave rise to new Diels-Alder (DA) adducts. DA-reaction of 1a, 1b and 1c with PTAD led to the products of the β-face attack of the dienophile at the diene unit. The W coupling (4J(5β,18)) in the 1H-NMR spectra was indicative of these structures. α-Face addition took place in the case of morphinan dienes with opened ring E, and a by-product was formed due to the S(E) reaction of PTAD with the adducts. The structure of these derivatives was confirmed by means of NMR spectroscopic methods. The retro Diels-Alder (rDA) reaction of the adducts 4a and 4b readily took place in polar-aprotic solvents in the presence of bases with low nucleophilic character.
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2.
  • Marton, J., et al. (author)
  • Synthesis of new nepenthone derivatives
  • 1996
  • In: Liebigs Annales. - : Wiley. - 0947-3440 .- 1099-0690. ; :10, s. 1653-1656
  • Journal article (peer-reviewed)abstract
    • Hydrogenation of nepenthone (3a) leads to a mixture of dihydronepenthone (3c) and the secondary alcohol (20S)-4b. The enantiomeric secondary alcohol (20R)-4b is prepared from the 7α-formyl-6,14-ethenomorphinan derivative 3b by reaction with phenylmagnesium bromide to afford a mixture of the diastereoisomeric alcohols 4a. Hydrogenation of 4a leads to (20S)-4b and (20R)-4b, which are separated by fractional crystallization. The conformations of (20S)-4b and (20R)-4b are determined by NOE difference experiments.
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  • Result 1-2 of 2
Type of publication
journal article (2)
Type of content
peer-reviewed (2)
Author/Editor
Simon, C (2)
Marton, J. (2)
Makleit, S. (2)
Hosztafi, S. (2)
Szabo, Zoltan, Assoc ... (1)
Szabó, Zoltan (1)
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Csorvássy, I. (1)
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University
Royal Institute of Technology (2)
Language
English (2)
Research subject (UKÄ/SCB)
Natural sciences (2)
Year
1996 (2)Undo refine

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