Condensation of ketones with dimethyl dimethylmaleate. A synthesis of calythrone

A - Papers appearing in refereed journals

Elliott, M., Janes, N. F. and Jeffs, K. A. 1969. Condensation of ketones with dimethyl dimethylmaleate. A synthesis of calythrone. Journal of the Chemical Society C: Organic. (14), pp. 1845-1847. https://doi.org/10.1039/J39690001845

AuthorsElliott, M., Janes, N. F. and Jeffs, K. A.
Abstract

Condensation of 4-methylpentan-2-one with dimethyl dimethylmaleate by use of sodium hydride gives calythrone (2-isovaleryl-4,5-dimethylcyclopentene-1,3-dione)(. 5%) but the main product is an ester, shown to be methyl 4-isovaleryl-2-methyl-3-oxocyclopentanecarboxylate and not as previously suggested. Reactions with acetone and acetophenone give only the corresponding cyclopentanone derivatives.

Year of Publication1969
JournalJournal of the Chemical Society C: Organic
Journal citation(14), pp. 1845-1847
Digital Object Identifier (DOI)https://doi.org/10.1039/J39690001845
Open accessPublished as non-open access
ISSN00224952

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