Tetrahedron p. 7573 - 7580 (1998)
Update date:2022-08-11
Topics:
Ballini, Roberto
Bosica, Giovanna
Gigli, Fabiola
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 KMnO4/MgSO4. 1,4-Diketones, γ-oxoaldehydes, and γ-ketoesters were also prepared by conjugated addition of α-nitrocycloakanones to the appropriate conjugated enones, in MeOH/Ph3P, then by, in situ, ring cleavage-Nef reaction following the above conditions.
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