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  • 1
    Electronic Resource
    Electronic Resource
    A COCON Analysis of Proton-Poor Heterocycles - Application ofCarbon Chemical Shift Predictions for the Evaluation of Structural Proposals (1999)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 579-586 
    Details
    ISSN: 1434-193X
    Keywords: Structure elucidation ; Computational method ; Natural products ; HMBC ; Constitutional analysis ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -The application of the new computer program COCON (Constitutions from Connectivities) to the 2D-NMR data sets of three different complex natural products is described. The investigated compounds are proton-poor and therefore underdetermined systems. For such molecules the number of possible constitutions and the computational speed of COCON are of interest. Our investigation is focused on how methods of 13C-NMR chemical shift prediction can assist chemists with regard to refining the selection among the constitutions proposed by COCON.
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 2
    Electronic Resource
    Electronic Resource
    Synthesis of rac-Midpacamide and the spiro-Cyclization of Its Precursor (1997)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1997 (1997), S. 1525-1528 
    Details
    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
    URL: http://dx.doi.org/10.1002/jlac.199719970731
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