Syntheses and Structures of Substituted Polycyclic Molecules and Analysis of the Two-Dimensional NMR Spectrum of Thiele's Ester

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Diels-Alder cycloaddition of methylcyclopentadienes to 2,5-dibromo-p-benzoquinone was performed. A single, isomerically pure cycloadduct was isolated, whose structure was assigned via analysis of its 1-D and 2-D NMR spectra. Diels-Alder cycloaddition of methylcyclopentadienes to 2 -methoxy-p-benzoquinone was performed. A single, isomerically pure cycloadduct was isolated, whose structure was assigned via analysis of the 1-D and 2-D NMR spectra of this cycloadduct and its reduction product obtained via stereo-specific reduction with sodium borohydride in the presence of cerous chloride. The structure of Thiele's ester was assigned via analysis of its 1-D and 2-D NMR spectra.

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vii, 81 leaves : ill.

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Lu, Shao-Po May 1990.

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  • Lu, Shao-Po

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Diels-Alder cycloaddition of methylcyclopentadienes to 2,5-dibromo-p-benzoquinone was performed. A single, isomerically pure cycloadduct was isolated, whose structure was assigned via analysis of its 1-D and 2-D NMR spectra. Diels-Alder cycloaddition of methylcyclopentadienes to 2 -methoxy-p-benzoquinone was performed. A single, isomerically pure cycloadduct was isolated, whose structure was assigned via analysis of the 1-D and 2-D NMR spectra of this cycloadduct and its reduction product obtained via stereo-specific reduction with sodium borohydride in the presence of cerous chloride. The structure of Thiele's ester was assigned via analysis of its 1-D and 2-D NMR spectra.

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vii, 81 leaves : ill.

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  • May 1990

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  • March 9, 2015, 8:15 a.m.

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Lu, Shao-Po. Syntheses and Structures of Substituted Polycyclic Molecules and Analysis of the Two-Dimensional NMR Spectrum of Thiele's Ester, thesis, May 1990; Denton, Texas. (https://digital.library.unt.edu/ark:/67531/metadc500745/: accessed April 23, 2024), University of North Texas Libraries, UNT Digital Library, https://digital.library.unt.edu; .

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