Heterogenous Oxidation of [2.2.1] Bridged Bicyclic Alkenes with KMnO4-CuSO4.5H2O: An Alternative Ozonolysis |
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Authors: | Süleyman Göksu Ramazan Altundaş Yaşar Sütbeyaz |
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Affiliation: | Department of Chemistry , Faculty of Arts and Sciences, Ataturk University , 25240, Erzurum, Turkey |
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Abstract: | Seven [2.2.1] bridged alkenes were cleaved to the corresponding dialdehyde products by neutral heterogenous oxidation with KMnO4-CuSO4.5H2O. While endo, endo-dimethyl bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylate, [2.2.2] bridged alkene, gave the corresponding α-hydroxy ketone, endo, endo-dimethyl bicyclo[3.2.2]non-8-ene-6,7-dicarboxylate afforded a diketone product. |
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