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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 459-465 
    ISSN: 0009-2940
    Keywords: 1-Aza-4,6-adamantanedione derivatives synthesis ; Radical deoxygenation, nBu3SnH ; Ammonium salts ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis and Deoxygenation of Substituted 1-Azaadamantane-4,6-diones1-Azaadamantanes 5 and a variety of derivatives are accessible by a triple Mannich reaction of 1,3-cyclohexanediones 1 with hexamethylenetetramine to yield the 1-azaadamantane-4,6-diones 2. Deoxygenation of the sterically hindered and non-enolizable β-dioxo group in 2 succeeds by radical processes. Treatment with NaBH4/MeOH and subsequent chlorination give the dichlorides 4, which are dehalogenated with nBu3SnH. Quaternary ammonium salts 6 are available in high yields.
    Type of Medium: Electronic Resource
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