Mechanism of terpene alcohol rearrangement [closed]








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I thought about all kinds of hydride shifts that could be possible here, but I still could not figure out how the mechanism would work.




Redraw the starting molecule so that the double next to the hydroxy group is pointing downwards.


Protonate the hydroxy group so that it forms water leaving a tertiary cation.


See how the double bonds are lined up to do a cascade forming the [6] ring and giving a tertiary cation at the opposite end of the newly formed-ring.


Capture that cation with water to give the product.


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