ISSN:
0009-2940
Schlagwort(e):
1-Aza-4,6-adamantanedione derivatives synthesis
;
Radical deoxygenation, nBu3SnH
;
Ammonium salts
;
Chemistry
;
Inorganic Chemistry
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
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.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/cber.19921250225
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