E. Vilsmaier, G. Milch, Karin Fröhlich
Mar 20, 1995
Citations
0
Influential Citations
6
Citations
Journal
Tetrahedron
Abstract
Abstract 4-Amino-3,5-cyclopiperidine compounds 4a, 4b and 11 with unsubstituted amino moieties in 1- and/or 4-position were prepared via tribenzyl derivative 10 by selective removal of the protecting groups. The preference of a cyclopiperidine boat conformation of diamines 4a, 4b and 11 in solution was indicated by 1 H NMR spectroscopy. X-Ray structural analysis of carboxamide 4a established the presence of both a chair and a boat cyclopiperidine molecule in the solid state. Some selected conformations of 1-methyl-4-amino-3,5-cyclopiperidine 16 were studied by HF/6-31 G ∗ calculations.