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  • 6,14-Ethenomorphinans  (1)
  • Chromium(II) complex reagents  (1)
  • Difluoromethylation  (1)
  • 1
    ISSN: 1434-193X
    Keywords: Morphine alkaloids ; 6,14-Ethenomorphinans ; Chromium(II) complex reagents ; Organochromium(III) complex intermediates ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -A synthetic method for the selective transformations of a selected morphine alkaloid in neutral aqueous medium is introduced. Full diastereoselectivity was achieved by the transformation of nepenthone (1) with [Cr(ida)(H2O)3] into 2a (20R) showing a complementary method as compared to the reactions with classical reagents to result in 2b (20S). A new unexpected morphine derivative 3 was prepared by a ligand-induced modification of the reaction which involves an unprecedented rearrangement.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    Library Location Call Number Volume/Issue/Year Availability
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 919-923 
    ISSN: 1434-193X
    Keywords: Carbohydrates ; Glycals ; Difluoromethylation ; Trifluoromethylation ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: We have studied the fluoroalkylation of the glucal 1 and the galactal 4 with dibromodifluoromethane via the 2-C-bromodifluoromethyl-substituted glycosyl bromides 2 and 5, respectively, followed by glycosylation to the methyl β-D-glycosides 3 and 6. The bromodifluoromethyl groups in the 2 position of the compounds 3 and 6 were converted into difluoromethyl and trifluoromethyl groups, respectively, giving the fluorinated monosaccharides 7-10.
    Type of Medium: Electronic Resource
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