16726-26-4Relevant articles and documents
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Masamune et al.
, p. 2466 (1968)
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Hydroacridines XVIII [1]. Synthesis and NMR spectroscopic investigation of (4aα,8aβ,9aα,10aβ)-tetradecahydroacridine and some of its derivatives
Potmischil, Francisc,Vierhapper, Friedrich W.,Kalchhauser, Hermann
, p. 515 - 522 (2007/10/03)
The reductive amination of (R*,R*)-2,2′-methylene-bis-cyclohexanone (1) with methylamine and potassium borohydride affords a mixture of (4aα,8aβ,9aα,10aβ)- and (4aα,8aα,9aβ,10aα)-tetradecahydro-10-methylacridine (2, 3) in a ratio of approximately 1.3:1 in 57% overall yield. By N-demethylation of 2, via the N-nitrosamine 4 the first synthesis of (4aα,8aβ,9aα,10aβ)-tetradecahydroacridine (5) could be performed. The relative configurations and conformations of compounds 2-5 as well as the barrier of conformational inversion of 5 (ΔG#300 = 55.5 ± 0.4 kJ · mol-1) were determined by NMR spectroscopy.
HYDROAMINATION OF PYRYLIUM SALTS
Kriven'ko, A. P.,Fedotova, O. V.,Reshetov, P. V.,Kharchenko, V. G.
, p. 1361 - 1364 (2007/10/02)
Some pyrylium salts and condensed systems derived therefrom have been hydromethylaminated to saturated azaheterocycles and N-methylpyridinium salts.Attempts to hydroarylaminate pyrylium salts resulted in the formation of the corresponding hydrocarbons.
