Domino pericyclic reactions of acyclic conjugated (E,Z,E,E)-tetraenes |
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Authors: | Danielle Skropeta Rodney W Rickards |
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Institution: | a Research School of Chemistry, Australian National University, Canberra, ACT 0200, Australia b Department of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia |
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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. |
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Keywords: | Electrocyclic reaction Intramolecular Diels-Alder reaction Tetraenes Polyenes |
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