Are there any mechanisms/syntheses where a tertiary alcohol is
dehydrated in an non-carbocationic pathway? For instance, instead of
C - C - OH -> R = C (CH3)2
I'm trying to get to
C - C = CH2
A potential caveat is a double bond elsewhere in the molecule
that needs to be preserved. Additionally, R and R' form "opposite
ends" of a ring structure so stearic hindrance is also a problem.
I've looked at perhaps going to an alkyl halide then trying sn
SN2 to remove the halide, but haven't found a path for that either.
I've checked a few sources, including the orgsyn.com online
library, to no avail. Does anyone out there have any pointers or
suggestions I could check out? Thanks in advance.
John Wilman [Only registered users see links. ]
Paul J. Franklin(moderator - sci.chem.organic.synthesis) [Only registered users see links. ]
Georgia State University <[Only registered users see links. ]