Question helional enamine oxidation to ketone using alumina supported potassium permanganate

DreamsandAmines

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Hello all,

I've currently got some helional-proline enamine, I'm preparing for a reduction with the previously mentioned reagent, any tips would be appreciated, I will soon post my results with pictures if successful, I was wondering if anyone has found success with this particular route, I'm using toluene to hopefully absorb as much oxygen as possible, along with DCM, instead of chloroform to avoid the potential formation of phosgene.
 
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