Atropoenantiomerism of the Z-adduct of 2,3-diethoxycarbonyi-6,6-dimethyl-5,6-dihydro-4-pyridone with dimethyl acetylenedicarboxylate: synthesis and structure in solution and in the crystal |
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| Authors: | R. G. Kostyanovsky Yu. I. El'natanov I. I. Chervin S. V. Konovalikhin A. B. Zolotoi L. O. Atovmyan |
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| Affiliation: | (1) N. N. Semenav Instïtute of Chemical Physics, Russian Academy of Sciences, 4 ul. Kosygina, 117977 Moscow, Russian Federation;(2) Institute of Chemical Physics in Chernogolovka, Russian Academy of Sciences, Chernogolovka, 142432 Moscow Region, Russian Federation |
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| Abstract: | The title adduct (1) was synthesized, and its conformationally and configurationally rigid chiral structure in solution and in the crystal was established by NMR spectroscopy and by X-ray structural analysis. Atropoenantiomers of1 were observed by the1H NMR method in the presence of a chiral shift reagent. A barrier to their interconversïon was determined,  Gx > Z5 kcal mol–1 (200 °C).Translated fromItvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1796–1799, July, 1996. |
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| Keywords: | 2,3-diethoxycarbonyl-6-6-dimethyl-5,6-dihydro-4-pyridone adduct with dimethyl acetylenediearboxylatc atropoenantiomerism X-ray structural analysis interconversion 1H and13C NMR |
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