α‐Nitrocycloalkanones as a New Source for the One‐Pot Synthesis of Functionalized 1,4‐Diketones, γ‐Oxoaldehydes, γ‐Ketoesters, and Methyl ω‐Oxoalkanoates.
1998
Abstract 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 4 MgSO 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 3 P , then by, in situ, ring cleavage-Nef reaction following the above conditions.
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