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Tetrahedron

α-Nitrocycloalkanones as a new source for the one-pot synthesis of functionalized 1, 4-diketones, γ-oxoaldehydes, γ-ketoesters, and methyl ω-oxoalkanoates

R Ballini, G Bosica, F Gigli

文献索引:Ballini, Roberto; Bosica, Giovanna; Gigli, Fabiola Tetrahedron, 1998 , vol. 54, # 26 p. 7573 - 7580

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被引用次数: 24

摘要

Methyl ω-oxoalkanoates were obtained via ring cleavage of α-nitrocycloakanones by refluxing these compounds in a methanolic solution of KOH, then treating the obtained mixture, at 0° C, with an aqueous solution of KMnO 4MgSO 4. 1, 4-Diketones, γ- oxoaldehydes, and γ-ketoesters were also prepared by conjugated addition of α- nitrocycloakanones to the appropriate conjugated enones, in MeOH Ph 3P, then by, in situ ...