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Named Reactions
Protecting Groups
Semi-Pinacol Rearrangement
Mechanism of the Semi-Pinacol Rearrangement
Original publication
0. 0, 0, 0.
Reviews
Chem. Rev.. 2011, 111, 7523.
Chem. Soc. Rev.. 2007, 36, 1823.
Comp. Org. Syn.. 1991, 3, 777.
Sample reactions
info
AlMe3
CH2Cl2
-78 °C, 60 min, 75% (2 steps)
info
BF3.OEt2
THF
92%
info
LiBr
,
HMPA
PhMe
Reflux, 35 min
info
LiBr
,
HMPA
PhMe
Reflux, 2 h
info
BF3.OEt2
,
mCPBA
CH2Cl2
RT, 80 min, 71%
"62:38 Trans:Cis"
info
AlMe3
CH2Cl2
-10 to 4 °C, 72 h, 90%