Synthetic study of marine natural products

• Main Authors: Liang-Rern Kung, 龔亮仁
• Other Authors: Tse-Lok Ho
• Format: Others
• Language: en_US
• Published: 1999
• Online Access: http://ndltd.ncl.edu.tw/handle/49826572272985237968

碩士 === 國立交通大學 === 應用化學系 === 87 === (I) The total synthesis of 2-isocyanoallopupukeanane, a metabolite secreted by nudibranch mollusks, was accomplished in nineteen steps from cyclopentadiene in ca. 5% overall yield. A highly stereoselective synthesis of this unique compound by sigmatropic reaction is the subject of our synthetic strategy. (II) Kainic acid, one of the representative agonists of excitatory amino acid receptors, has attracted considerable interest due to its unique structure and neuroexcitatory properties. While the total synthesis of this trisubstituted pyrrolidine ring have already been reported by several research groups, our approach to the kainic acid relied on the Diels-Alder reaction of N-butadienyl amide with methyl acrylate.