本論文旨在開發以β, β-雙取代的硝基烯烴 (β, β-disubstituted nitroalkene) 和乙醯丙酮 (acetylacetone) 使用雙功能金雞納生物鹼-硫脲之有機催化劑 (cinchona alkaloid-thiourea bifunctional organo- catalyst) 進行不對稱有機催化麥克加成反應 (organocatalytic enantionselective Michael reaction) 建立出具選擇性之四級碳立體中心化合物,該產物具有建立雜環的官能基團,之後藉由數步反應,由本論文首次以不對稱合成建立出具有各種不同雜環和選擇性四級碳立體中心的β2,2-氨基酸 (β2,2-Amino Acids)。 在不對稱有機催化麥克加成反應的通用性測試中,產物都擁有不錯的鏡像選擇性 (up to 90% ee) 和產率 (up to 98%)。
The primary concern of this study is to explore the research on the development of an organocatalytic enantionselective Michael reaction of acetylacetone with β,β-disubstituted nitroalkenes. This reaction was catalyzed by a cinchona alkaloid-thiourea bifunctional organocatalyst, producing products in high yields (up to 98%) and enantioselectivites (up to 91% ee). This is the first example to construct β-amino derivatives bearing a synthetically valuable quaternary chiral center and a heterocyclic ring.