| Summary: | 博士 === 國立中興大學 === 化學系所 === 100 === In the first chapter, we described CBr2 transfer reaction of CHBr3 promoted Mg-TiCl4 represents an extremely simple, practical, and selective dibromomethylenation of a variety of ketones and aldehydes, especially in enolizable or sterically hindered ketones such as 2,2-dimethylcyclohexanone.
In chapter second, we extended TiCl4-Mg promoted coupling of CHBr3 with various aldehydes and ketones, especially in sterically hindered or enolizable ketones, provides a simple, practical, and stereoselective carbonyl-bromomethylenation leading primarily to (E)-vinyl bromides.
In third chapter, we achieved concise asymmetric synthesis of the epoxycyclohexenone model core of Scyphostatin and Isariotin E was synthesized in an enantioselective manner starting from the commercially available and cheap C2-symmetric L-tartaric acid served as the chiral building block. A new strategy invoking a new application of a coupling reaction of carbonyl substrate with Grignard reagent to construct the asymmetric quaternary carbon center and a stereospecific epoxie ring formation as the key steps.
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