| Summary: | 碩士 === 國立清華大學 === 化學系 === 86 === AbstractThis thesis describes the studies on inter- and intra-
molecular Diels-Alder reactions of masked benzoquinones.The
first part describes intermolecular Diels-Alder reactions of
masked benzoquinone 40. Oxidation of phenol 39 with IBD provided
masked o-benzoquinone 40, which reacted with dienophiles such as
methyl acrylate, methyl methacrylate, methyl vinyl kentone,
styrene, phenyl vinyl thioether and benzyl vinyl ether to afford
the bicyclo[2.2.2]octa-5-ene-2-ones compounds 36, 42~46.The
second part delineate intramolecular Diels-Alder reactions of
masked p-benzoquinone 74. Oxidation of phenol 71~73 with IBD in
methanol or oxidation of phenol 83 contain PIFA in presence of
3,5-dienols 65~67 in dichloromathane provided masked p-
benzoquinone 25. The intramolecular Diels-Alder reactions of 74
afforded the cis-decalin derivatives 75~82.
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