Electron-rich/deficient benzylic alcohols

A systematic mechanistic study of the K2[0s02(0H)4]-catalysed and highly chemos-elective oxidation of allylic, electron rich/deficient benzylic, and heterocyclic alcohols with CAT using the LC-ESI-MS/MS method reveals the presence of imidotriooxoos-mium species which react further with alcohol to give the respective ketones. ... 

Benzylic alcohols are oxidized to aldehydes by using the TEMP0-HBr-H202 system in ionic liquid [bmim]PF6. The electron-deficient and electron-neutral benzylic alcohols were oxidized in good to excellent yields, whereas the electron-rich benzylic alcohols failed to afford the desired product due to side-reactions.193... 

An example of a flow chemistry process is the Oppenauer oxidation of secondary benzylic alcohols using partially hydrated zirconia and various carbonyl compounds as oxidants (Scheme 53). The authors applied this procedure to electron-rich and electron-deficient substrates, with improvement in temperature (as low as 40 °C) and an easy reaction workup. The reuse of the catalyst was performed several times, without loss in catalytic efficiency. 

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