primary Amine → Aldehyde or Ketone<br>secondary Amine → Amine + Aldehyde or Ketone<br>tertiary Amine → secondary Amine + Aldehyde or Ketone<br>Methylammonium derivative → Trimethylamine + Aldehyde or Ketone<br><br>Comments:<br>Oxidative removal of an R group from an amine. An aldehyde is produced if the leaving R group is attached through a primary carbon. A ketone is produced if the leaving R group is attached through a secondary carbon. Rule will produce cis products in rings with double bonds.