A new approach to enantiomerically pure bis-imidazoles derived from trans-1,2-diaminocyclohexane

作者:Mucha Paulina; Mloston Grzegorz*; Jasinski Marcin; Linden Anthony; Heimgartner Heinz
来源:Tetrahedron: Asymmetry , 2008, 19(13): 1600-1607.
DOI:10.1016/j.tetasy.2008.06.015

摘要

Racemic as well as enantiomerically pure trans-1,1'-(cyclohexane-1,2-diyl)bis(imidazole N-oxides) were prepared from trans-cyclohexane-1,2-bis(methylidenamine) and 1,2-dione monooximes (alpha-hydroxyiminoketones). The enantiomeric purity of selected products was determined by means of (1)H NMR spectroscopy in the presence of (+)-(R)-(tert-butyl)(phenyl)phosphonothioic acid as a chiral solvating agent. Deoxygenation by treatment with Raney-nickel led to the corresponding chiral bis-imidazoles.

  • 出版日期2008-7-11