Desert Island Oxidations

Not Voodoo Home / Comments?
Next on The Tour of Collective Wisdom

Choosing oxidation conditions can be overwhelming. Here is a list of popular choices.

Oxidation:
I often use this I sometimes use this I avoid this
Oxidation Use this often Use this sometimes Avoid using this I use this...
Swern341614 often sometimes avoid
Dess Martin Periodinane241610 often sometimes avoid
MnO2 (for allylic alcohols, best if you make it yourself!)962 often sometimes avoid
KMnO41064 often sometimes avoid
OsO4/NaIO4986 often sometimes avoid
Ozone583 often sometimes avoid
TEMPO210 often sometimes avoid
Sodium chlorite443 often sometimes avoid
PCC171818 often sometimes avoid
IBX9910 often sometimes avoid
Bobbitt's reagent527 often sometimes avoid
PDC6158 often sometimes avoid
Jones reagent5147 often sometimes avoid
TEMPO91811 often sometimes avoid
TPAP121715 often sometimes avoid
SO3-pyridine (careful with the supplier!)101114 often sometimes avoid
Air005 often sometimes avoid
Periodic acid/ catalytic CrO3/ MeCN128 often sometimes avoid
Cerium(IV)01113 often sometimes avoid