Abstract

The synthesis of some new compounds exhibiting two 1,3-perhydrooxazine units connected to the same aromatic ring and of their ditosylated derivatives was carried out in good yields by the direct condensation reaction of the corresponding aminoalcohols with aromatic dicarbonyl compounds. The stereochemistry and the ring-chain tautomerism of these compounds were investigated by NMR and EI-MS.

Keywords: 1,3-perhydrooxazine, ring-chain tautomerism, conformational analysis, like-unlike isomers, NMR, massspectrometry