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Domino pericyclic reactions of acyclic conjugated (E,Z,E,E)-tetraenes
Authors:Danielle Skropeta  Rodney W Rickards
Institution:a Research School of Chemistry, Australian National University, Canberra, ACT 0200, Australia
b Department of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia
Abstract:Acyclic conjugated (E,Z,E,E)-tetraenes, upon thermolysis, undergo a domino pericyclic process involving 6π electrocyclisation of the (E,Z,E)-triene moiety to give the corresponding cis-disubstituted 5-vinyl-1,3-cyclohexadienes, followed by an intramolecular Diels-Alder reaction with the vinyl side chain to give tricyclo3.2.1.02,7]oct-3-enes.
Keywords:Electrocyclic reaction  Intramolecular Diels-Alder reaction  Tetraenes  Polyenes
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