Synthesis and properties of N-substituted (1R,5S)-4-aminomethylidene-1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-2-ones

Add time:08/29/2019    Source:sciencedirect.com

N-Substituted (1R,5S)-4-aminomethylidene-1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-3-ones were prepared in three steps from (1R)-(+)-camphor via coupling of (1R,4E,5S)-3-[(dimethylamino)methylidene]-1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-3-one with primary amines. N,N′-Bis-{[(1R,5S)-1,8,8-trimethyl-3-oxo-2-oxabicyclo[3.2.1]oct-4-ylidene]methyl}benzene-1,2-diamine was used as the ligand in the preparation of the corresponding coordination compounds with palladium(II), copper(II) and nickel(II). The structures were determined by 2D NMR techniques, NOESY spectroscopy and X–ray diffraction.

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