# Synthetic options for selective hydroxylation at terminal position

Are there any synthetic options to add a hydroxyl group at the terminal position to the bicyclo compound below? What might be reactions worth trying, any idea? Or is this a lost cause?

• @curious_cat No, not really. If I remember correctly, the transformation is was regioselective on geraniol derivatives, but the yields differed a lot, depending on the kind of derivative (acetate, sulfone, thiophenyl ether) used. You might want to run a search with the keywords Sharpless allylic oxidation, selenium dioxide, and geranyl acetate to find some more reliable references. Quite often, the reaction is performed with catalytic amounts of $\ce{SeO2}$ and tert.-butyl hydroperoxide. – Klaus-Dieter Warzecha Apr 7 '16 at 19:06