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The 18-electron electrocyclisation of vinylogous fidecene. an unusual sequence of pericyclic processes
Authors:Andreas Beck  Lothar Knothe  Dieter Hunkler  Horst Prinzbach
Affiliation:Chemisches Laboratorium der Universität, 7800 Freiburg i. Br., BRD
Abstract:Upon thermal activation the vinylogous fidecene 1 is isomerised into the pentacyclic indenoid hydrocarbon 13 (benzene, t12 (150°C) ca. 5 min), the formation of which is explained by an initial conrotatory (“symmetry-forbidden”) 18-electron electrocyclisation followed by two fast hydrogen migrations ([1.9], [1.5]) and 14π-electrocyclisation.
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