Journal of Organic Chemistry p. 4681 - 4685 (1985)
Update date:2022-09-26
Topics:
Wenkert, Ernest
Greenberg, Richard S.
Raju, Muppala S.
Metal-assisted decomposition of α-diazo carbonyl compounds in 1,2-dialkoxy-1-alkenes are shown to yield β,β'-dialkoxycyclopropyl carbonyl systems, whose acid hydrolysis produces α-alkoxy-γ-dicarbonyl substances.Intramolecular condensations of the latter lead to oxocyclopentenols.Application of this reaction scheme to the syntheses of a prostaglandin intermediate and of tetrahydropyrethrolone is described.
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