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A new synthesis of highly functionalized 2H-pyran derivatives
Authors:Issa Yavari  Mohammad Bayat
Institution:Department of Chemistry, University of Tarbiat Modarres, P.O. Box 14115-175, Tehran, Iran
Abstract:Ethyl oxo-(2-oxo-cycloalkyl)-ethanoates undergo a smooth reaction with triphenylphosphine and dialkyl acetylenedicarboxylates via intramolecular Wittig reaction to produce spiro-cyclobutene derivatives. These spiro systems undergo electrocyclic ring opening reaction to produce electron-deficient 1,3-dienes, which spontaneously cyclize to 2H-pyran derivatives.
Keywords:cyclobutene  spiro systems  2H-pyran  CH-acid  intramolecular Wittig reaction  acetylenic esters
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