Tetrahedron p. 2221 - 2234 (1986)
Update date:2022-08-03
Topics:
Eberbach, Wolfgang
Roser, Joachim
An efficient and general access to 3,4-annulated 2-vinylfurans (type II) is provided by the thermally induced ring transformation of epoxyhexenynes (I).Depending on the substitution pattern the reactions proceed either by heating in solution (5a-h) or under short-time thermolysis conditions (6i, j).The results are consistent with a multistep mechanism involving 1-oxacyclohepta-3,4,6-trienes as central intermediates.
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Doi:10.1002/jhet.5570230124
(1986)Doi:10.1016/S0040-4039(00)84551-7
(1986)Doi:10.1016/S0277-5387(00)80927-4
(1987)Doi:10.1021/ol801604z
(2008)Doi:10.1002/anie.200802105
(2008)Doi:10.1002/chem.201501324
(2015)
