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  • NMR software  (1)
  • Organic Chemistry  (1)
  • spiro-Cyclization  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Springer
    Journal of molecular modeling 3 (1997), S. 364-368 
    ISSN: 0948-5023
    Keywords: Keywords: Computer-assisted structure elucidation ; Constitutional analysis ; HMBC ; ADEQUATE ; NMR software
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The constitutional assignment of natural products by NMR spectroscopy is usually based on 2D NMR experiments like COSY, HSQC, and HMBC. In this paper, the resulting connectivity information is used as input for the new structure generating program Cocon which both improves and dramatically accelerates the process of constitutional assignment. Cocon allows to quantify the value of connectivity information (2D NMR correlation data) for structure elucidation problems. Applying Cocon, it is systematically evaluated to which degree the NMR experiments COSY, 1H,13C-HMBC and 1,1-ADEQUATE constrain the number of constitutions compatible with the data sets of two secondary metabolites from marine sponges.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1997 (1997), S. 1525-1528 
    ISSN: 0947-3440
    Keywords: Alkaloids ; Biomimetic synthesis ; spiro-Cyclization ; Marine sponges ; Natural products ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The alkylidene hydantoin 8 was synthesized as an analogue of the marine natural product oroidin (1) by employing a Horner-Wadsworth-Emmons reaction. Treatment of 8 with bromine in acetic acid induced a biomimetic spiro-cyclization forming the ACD ring system of dibromophakellin (2) in one step. rac-Midpacamide (10) was obtained from the same precursor through a chemoselective, ruthenium-catalyzed hydrogenation leaving the brominated pyrrole moiety intact.
    Type of Medium: Electronic Resource
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