Keto-Enol Tautomeric Equilibrium in 4-Oxo-1,1,3-Cyclohexanetricarboxylic Acid Trialkyl Esters and 4-Oxo-1, 1, 3-Cyclopentanetricarboxylic Acid Trialkyl Esters |
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Authors: | Chia-Hsi Yang Hwa Yu Jiin-Sheng Wu |
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Abstract: | 4-Oxo-1,1,3-cyclohexanetricarboxylic acid trialkyl esters in deuterochloroform and dimethylsulfoxide-d6 (DMSO) exist exclusivly in the enol form. The keto form is the major component in the analogous compounds of five-membered ring. The 1, 3 interaction between carboalkoxy groups in the six-membered ring should be the reason why the carboalkoxy group at 3-position is in equatorial configuration and engages in the intramolecular hydrogen bond, so that the enol form is dominating. |
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Keywords: | Enol keto-enol tautomeric quilibrium one pot cyclization |
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