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  • 1
    ISSN: 1434-4475
    Keywords: 6α,14β-Diacetoxy-4,5α-epoxy-3-methoxy-17-methyl-morphinan, N-demethylation of ; 3,6α,14β-Triacetoxy-17-alkyl-4,5α-epoxymorphinan, N-demethylation of ; 17-Alkyl-4,5α-epoxy-6α,14β-dihydroxy-3-methoxymorphinan, O-demethylation of ; 4,5α-Epoxy-6α,14β-dihydroxy-3-methoxymorphinan, N-alkylation of
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Es wurde ein neuer Weg für die Darstellung von N-Demethyl-N-Substituierten-14-Hydroxydihydromorphinen2 a – f in stereochemisch einheitlicher Form ausgearbeitet. Diese erfolgte durch die O-Demethylierung der neuen Dihydrocodein-Derivate6 a – f, die durch N-Alkylierung des neuen N-Demethyl-14-hydroxycodeins hergestellt wurden.
    Notes: Summary A new route for the stereohomogeneous synthesis of N-demethyl-N-substituted-14-hydroxydihydromorphines2 a – f has been elaborated, involving O-demethylation of the novel dihydrocodeine derivatives6 a – f, obtained upon alkylation of the hitherto unknown N-demethyl-14-hydroxydihydrocodeine (5).
    Type of Medium: Electronic Resource
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  • 2
    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
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