Lecture 2

• Swern Oxidation Pros


  Low cost, easy purification, no toxic waste
• Swern oxidation cons


  Me2S smells

  low temps required

  not all reagents compatible with basic conditions
• Dess-Martin Pros


  Mild and neutral conditions

  can oxidise sensitive alcohols

  no unwanted isomerization
• Dess martin- cons


  High cost

  high risk
• TEMPO Oxidation—what does it oxidise


  Primary alcohol to aldehyde/acid
• TEMPO Oxidation reagents


  NaOCl

  NaOCl2

  NaHCO3

  biphasic- CH2Cl2/H2O
• TEMPO OXIDATION- pros


  High yield- good in industrial use with optimisation