| Summary: | 碩士 === 國立清華大學 === 化學系 === 91 === This thesis describes the application of a palladium(II) acetate mediated annulation reaction recently discovered in our laboratories toward the construction of bridged systems bearing an exocyclic carbon-carbon double. A series of cyclic α-cyano ketones bearing a suitably positioned tethered terminal carbon-carbon double bond (i.e. 86, 88, and 97) were readily synthesized from commercially available starting materials and, upon treatment with palladium(II) acetate, gave the bridged bicyclic products 120, 122, and 124, respectively. Interestingly, α-cynoketone 114, upon exposure to the same reaction conditions, did not give the expected bridged bicyclic product but dihydrofuranyl compound 126.
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