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Protecting Groups
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Named Reactions
Protecting Groups
Johnson-Claisen Rearrangement
Mechanism of the Johnson-Claisen Rearrangement
Original publication
J. Am. Chem. Soc.. 1970, 92, 741.
Reviews
Comp. Org. Syn.. 1991, 5, 827.
Chem. Rev.. 2004, 104, 293.
Chem. Rev.. 1988, 88, 1423.
Sample reactions
info
2,4,6-Trimethylbenzoic acid
125 °C, 3 h, 79%
info
AcOH
info
Hg(OAc)2
,
MeC(OMe)3
EtCO2H
Reflux, 18 h
info
MeC(OMe)3
Dean-Stark
EtCO2H
115 °C, 16 h, 50% (3 steps)
info
EtCO2H
,
n-PrC(OMe)3
145 °C, 3 h, 75%