Abstract
The cyclization reactions of p-nitrobenzaldehyde with cis- and trans-2-hydroxymethylcyclohexylamine and of their N-methyl derivatives have been studied by 1 H NMR spectroscopy in CDCl 3 solution. Time-dependent spectra confirmed that the reactions with both cyclohexylamines proceeded via open-chain intermediates whereas those with the N-methyl derivatives showed no signs of such intermediates. The effects of temperature and the presence of the minor epimer on the ring-chain tautomeric equilibria are also discussed
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