[ionic]

does anyone know if a palladium/C reduction of the above-mentioned compound at 120 psi H2 would reduce the phenyl ring?  this rxn, which used to work at 100 psi H2, is giving  some strange results...the next step, the fleming oxidation, is not working...one way to explain that is that the phenyl ring is reduced in the previous step...
p.s. the actual substrate is more complicated than the one mentioned aboved...but should not be important to this queston.
thanks!!

[movies]

You need the phenyl ring for the Fleming oxidation, so why would you want to reduce it?

Pd/C isn't usually the first choice for reducing aromatic rings to cyclohexanes, but those reactions are weird sometimes.  I doubt that 100 psi would be enough to get the job done.

[ionic]

exactly, i need the phenyl ring to NOT be reduced...i am actually reducing a vinyl triflate that is on the molecule...i just can't think of any reason why the fleming oxidation would not go anymore.

[movies]

Do you want the vinyl triflate to go to an alkyl triflate?  Do you just need a protected alcohol, or are you looking to reduce the vinyl triflate to an alkene?