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Manganese(III)-mediated oxidative free-radical additions of 1,3-dicarbonyl compounds to homobenzonorbornadiene and benzobarrelene: mechanistic studies

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dc.creator Ali, Mohamed Fadelalla
dc.creator Balci, Metin
dc.creator ŞAHİN, Ertan
dc.creator Caliskan, Rasit Ali
dc.date 2009-02-14T01:00:00Z
dc.date.accessioned 2021-12-03T11:29:43Z
dc.date.available 2021-12-03T11:29:43Z
dc.identifier 64c55856-13d0-4c88-bab2-251d52c01706
dc.identifier 10.1016/j.tet.2008.12.012
dc.identifier https://avesis.sdu.edu.tr/publication/details/64c55856-13d0-4c88-bab2-251d52c01706/oai
dc.identifier.uri http://acikerisim.sdu.edu.tr/xmlui/handle/123456789/92252
dc.description Homobenzonorbornadiene and benzobarrelene were reacted with dimedone/acetylacetone and Mn(OAc)(3) in the presence of Cu(OAc)(2) in acetic acid. Mainly rearranged products having a [2.2.2]skeleton and the nonrearranged dihydrofuran derivatives were obtained. These observations clearly indicated that the second oxidation takes place before the cyclization reaction. Furthermore, intramolecular tandem oxidations were observed where unusually oxyl radicals attack the double bond to form the products. The mechanism of the formation of the products is discussed. (C) 2008 Elsevier Ltd. All rights reserved.
dc.language eng
dc.rights info:eu-repo/semantics/closedAccess
dc.title Manganese(III)-mediated oxidative free-radical additions of 1,3-dicarbonyl compounds to homobenzonorbornadiene and benzobarrelene: mechanistic studies
dc.type info:eu-repo/semantics/article


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