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Unusual manganese(III)-mediated oxidative free-radical additions of Meldrum's acid and dimethyl malonate to benzonorbornadiene and oxabenzonorbornadiene

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dc.creator ÇALIŞKAN, Raşit
dc.creator YILIMAZ, Ozlem
dc.creator Balci, Metin
dc.creator Nohut, Neslihan
dc.creator ŞAHİN, Ertan
dc.date 2017-01-25T21:00:00Z
dc.date.accessioned 2020-10-06T10:33:28Z
dc.date.available 2020-10-06T10:33:28Z
dc.identifier 7c6976e5-ed74-40ea-b4f7-aff1b78f7390
dc.identifier 10.1016/j.tet.2016.11.061
dc.identifier https://avesis.sdu.edu.tr/publication/details/7c6976e5-ed74-40ea-b4f7-aff1b78f7390/oai
dc.identifier.uri http://acikerisim.sdu.edu.tr/xmlui/handle/123456789/64315
dc.description Benzonorbornadiene and 7-oxabenzonorbornadiene were reacted with Meldrum's acid and dimethyl malonate in the presence of Mn(OAc)(3) and Cu(OAc)(2) in acetic acid. The reaction of benzonorbornadiene with Meldrum's acid gave a naphthalene derivative whereas the reaction with dimethyl malonate formed rearranged products derived from a carbocation intermediate. However, the reaction of 7-oxabenzonorbornadiene with Meldrum's acid gave two nonrearranged products. On the other hand, the reaction with dimethyl malonate unexpectedly formed a dihydronapthalene derivative with an unusual structure. The mechanism for the formation of the products is discussed. (C) 2016 Elsevier Ltd. All rights reserved.
dc.language eng
dc.rights info:eu-repo/semantics/closedAccess
dc.title Unusual manganese(III)-mediated oxidative free-radical additions of Meldrum's acid and dimethyl malonate to benzonorbornadiene and oxabenzonorbornadiene
dc.type info:eu-repo/semantics/article


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