壹、 開發新穎的磷誘導及磷催化反應：芳香雜環及多官能基烯類之合成 貳、 開發有機催化連續性環化反應
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2015
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一、 開發新穎的磷誘導及磷催化反應：芳香雜環及多官能基烯類之合成
主要是利用具有高活性的烯類作為起始物，並藉由磷試劑誘導進而生成 Wittig 試劑，當在醯氯及三乙基胺的條件下，可生成四氫化萘呋喃化合物及多取代噁唑化合物；當在醛類的條件下，可生成多官能基烯類化合物。同時，也發展出藉由磷催化反應合成多官能基烯類化合物。
二、 開發有機催化連續性環化反應
利用具有高活性的 1,3-茚二酮衍生物作為起始物，在催化劑的條件下，經由有機催化連續性反應合成出具有高鏡像選擇性的三員環化合物與具有高化學及立體選擇性的雙環橋型 [3.3.1] 九員環化合物。
I. The development of phosphine-mediated and phosphine-catalyzed reaction: synthesis of heteroaromatics and multi-functional alkenes Michael acceptors as model substrates were treated with phosphines for the in situ generation of the corresponding phosphorus zwitterionic intermediates. In the presence of acyl chloride and trimethylamine, multisubstituted furans and oxazoles can be afforded via Wittig reaction. When aldehydes are employed, multi-functional alkenes can be provided. Furthermore, when PhSiH3 is added as reducing agent, the reaction can proceed using only catalytic amounts of the corresponding phosphine. II. The development of organocatalytic cascade cyclization reactions In the presence of a chiral organoccatalyst, not only cyclopropanes with high enantioselectivity but also bicylo[3.3.1]nonane scaffolds with high chemo- and diastereoselectivity are afforded via cascade cyclization reactions using 1,3-indandione derivatives as starting materials.
I. The development of phosphine-mediated and phosphine-catalyzed reaction: synthesis of heteroaromatics and multi-functional alkenes Michael acceptors as model substrates were treated with phosphines for the in situ generation of the corresponding phosphorus zwitterionic intermediates. In the presence of acyl chloride and trimethylamine, multisubstituted furans and oxazoles can be afforded via Wittig reaction. When aldehydes are employed, multi-functional alkenes can be provided. Furthermore, when PhSiH3 is added as reducing agent, the reaction can proceed using only catalytic amounts of the corresponding phosphine. II. The development of organocatalytic cascade cyclization reactions In the presence of a chiral organoccatalyst, not only cyclopropanes with high enantioselectivity but also bicylo[3.3.1]nonane scaffolds with high chemo- and diastereoselectivity are afforded via cascade cyclization reactions using 1,3-indandione derivatives as starting materials.
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多取代呋喃, 多取代噁唑, 多官能基烯類, 硝基環丙烷, multi-substituted furan, multi-substituted oxazole, multi-functional alkene, nitrocyclopropane