What's the oxidation of cyclopropanol? (10pts!)?

Question

Could you please explain how you arrived at the answer? Thanks!

Answer 1

In fluorinated alcohols, the oxidation of cyclopropanol systems with phenyliodine(III) diacetate caused a mixture of enones and β-acetoxyketones. On the other hand, phenyliodine(III) bistrifluoroacetate afforded alkenoic esters. The asymmetric synthesis of (-)-pinidine and its enantiomer was achieved by starting from norgranatanone via the asymmetric enolization, stereoselective cyclopropanation, and ring cleavage of the resulting cyclopropanol system with a hypervalent iodine as key steps. Formal asymmetric synthesis of (+)-indolizidine 223 AB was also accomplished.

I arrived at this answer through Hypervalent iodine-mediated fragmentation of tertiary cyclopropanol systems.

Answer 2

When cyclopropanol is oxidized you will arrive at cyclopropanone

When an alcohol is oxidized, the proton is taken up and a double bond forms.