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Named Reactions
Protecting Groups
Cope Rearrangement
Mechanism of the Cope Rearrangement
Original publication
J. Am. Chem. Soc.. 1940, 62, 441.
Angew. Chem. Int. Ed.. 2016, 55, 15792.
Reviews
Angew. Chem. Int. Ed.. 1990, 29, 609.
Chem. Rev.. 1984, 84, 205.
Comp. Org. Syn.. 1991, 5, 785.
Org. React.. 1975, 22, 1.
Org. React.. 1993, 43, 93.
Org. React.. 2011, 75, 747.
Tetrahedron. 1993, 49, 5203.
Sample reactions
info
(CH2O)n
,
Na2SO4
MeCN
80 °C, , 98%
info
KH
,
ClCO2Me
,
18-Crown-6
,
2,6-Di-tert-butyl-4-methylpyridine
THF
-78 °C to RT, 2.5 h, 81%
info
Sealed tube
250 °C, 4 h
info
KH
,
Me2SO4
,
18-Crown-6
THF
0 °C to RT, 22 h, 96%
info
240 °C, , 83% (2 steps)
info
PhNEt2
Reflux, 60 min, 64%