[refid]

Would this mechanism be possible to synthesize alpha-Terpineol?

[Fry]

It doesnt seem like a feasible route, im pretty sure that carbocation will rearrange to give you cyclopentene derivatives instead.

You arent trying to get to THC are you? 

[AWK]

see:
http://jchemed.chem.wisc.edu/journal/issues/2006/Jul/abs1052.html

[InPhaseTransit]

I think this mechanism is alright. Nerol should undergo cyclisation faster than carbocation rearrangement - because it does indeed give alpha-Terpineol and not something else.  

I remember something about cyclisation of Geraniol and Nerol being how 'they' established that Citral exists as two geometrical forms - Geranial (trans) and Neral (cis) since Nerol (from reduction of Neral) cyclised 9 times faster than Geraniol (from reduction of Geranial). hm.

[refid]

Could these :




be synthesized from:


*alpha already shown above wondering about beta, gama, 4-