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  • Analytical Chemistry and Spectroscopy  (1)
  • General Chemistry  (1)
  • INOC  (1)
  • Stereoselective synthesis  (1)
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Publisher
Years
  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 2000 (2000), S. 645-655 
    ISSN: 1434-193X
    Keywords: INOC ; Pyrrolidines ; Piperidines ; Stereoselective synthesis ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Intramolecular nitrile oxide olefin cycloaddition (INOC) reactions of oximes 1-3 and of 24-27 derived from L-amino acids have been found to proceed stereoselectively, yielding tricyclic fused pyrrolidines and piperidines. Further manipulation led to chiral hydroxymethyl-substituted fused piperidines 33-35 and to 3-amino-4-(1-hydroxypropyl)-2-mercaptomethyl-N-methylpiperidine (36). The structures and stereochemistries of the fused systems, as well as those of the piperidines, have been established by NMR.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 23 (1985), S. 616-620 
    ISSN: 0749-1581
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The 13C NMR spectrum of the pentacyclic triterpene friedelin was fully assigned, taking into account signal multiplicities, correlations of the carbon lines with known proton resonances and Eu-induced shifts. This work clarifies the situation prevalent in the literature, in which three separate groups have published contradictory information. In addition, the carbon and proton spectra of the naturally occurring 3α-hydroxyfriedelan-2-one and its synthetic acetate were analysed. The different preferred conformations of the D/E rings for friedelin (boat-boat) and polpunonic acid (chair-chair) are rationalized.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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