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

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-me...

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Bibliographic Details
Published inMendeleev communications Vol. 15; no. 6; pp. 250 - 252
Main Authors Yavari, Issa, Mohtat, Bita, Zare, Hasan, Alborzi, Ali R.
Format Journal Article
LanguageEnglish
Published Elsevier B.V 2005
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Summary: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.
ISSN:0959-9436
DOI:10.1070/MC2005v015n06ABEH002185