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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2005 Volume 15, Issue 6, Pages 250–252 (Mi mendc3770)

This article is cited in 5 papers

Diastereoselective synthesis of dialkyl 4,5,5-triacetyl-3-methylcyclopent-3-ene-1,2-dicarboxylates

B. Mohtata, I. Yavariab, H. Zarea, A. R. Alborzia

a Department of Chemistry, Tarbiat Modarres University, Tehran, Iran
b Department of Chemistry, Science and Research Branch, Islamic Azad Univeristy, Ponak, Tehran, Iran

Abstract: Tetraacetylethane (3,4-diacetylhexane-2,5-dione) undergoes a smooth reaction with dialkyl acetylenedicarboxylates in the presence of triphenylphosphine to produce phosphorus ylide intermediates, which undergo a diastereoselective intramolecular Wittig reaction to produce dialkyl 4,5,5-triacetyl-3-methylcyclopent-3-ene-1,2-dicarboxylates in good yields.

Language: English

DOI: 10.1070/MC2005v015n06ABEH002185



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