【化学工程与工艺专业】【毕业设计+开题报告+文献综述】L-脯氨基酸阴离子手性离子液体用于β氨基酸不对称合成.doc

（20 届） 毕业设计 L-脯氨基酸阴离子手性离子液体用于β氨基酸不对称合成 摘 要 有机催化剂是指纯粹的有机小分子，主要由碳、氢、氮、硫和磷等元素组成．有机催化剂的催化活性是低分子量的有机小分子本身而不需要过渡金属或其他金属．有机催化剂具有容易操作和一些“绿色”的优点 研究手性有机催化剂的合成与应用，主要为以下几个方面： 一、手性有机催化剂的合成 1） 脯氨酸衍生物 (2R,3S)-3-苯基-2-酸以廉价易得的肉桂醛和硝基乙醇为起始原料，经过环化、还原、Boc保护、氧化、构型翻转、氧化和脱Boc等步骤合成了具有高ee值的 (2,3S)-3-苯基-2-酸，并通过核磁对其结构进行了鉴定，实现了传统脯氨酸3位上的官能团植入。 (2R,3S)-3-苯基-2-酸首次将 (2,3S)-3-苯基-2-酸作为手性有机催化剂用于催化与异戊醛的不对称Mannich反应。通过与L-脯氨酸的催化性能作比较，发现(2,3S)-3-苯基-2-酸的催化性能要高于L-脯氨酸，并且3位上的苯基对产物的构型有控制作用。通过条件的优化，产物的ee值达40%。 有机催化剂；ABSTRACT Chiral organocatalysts are prue organic molecules, which are made up of carbon, hydrogen, oxygen, nitrogen, sulfur, phosphorus, etc. The catalytic activity of chiral organocatalyst is from the organic molecule with low molecular weight, not transition metal or the other metal. Chiral organocatalysts is easy to handle and of some green advantages. We studyed the synthesis and application of them, which was listed as follows: The synthesis of chiral organocatalyst 1) The synthesis of prolines derivative, (2S,3S)-3-phenylpyrrolidine-2-carboxylic acid. The novel pyrrole organocatalyst with high ee% was designed and synthesized from cinnamic aldehyde and nitroethyl alcohol which were cheap and accessible simplily. The structures were identified by NMR. The organic molecule with hign ee% which was implanted with a funcitional group in 3 station from tranditional proline was successfully synthesised. The synthesis of cation chiral ionic liquids. A series of chiral imidazole ester ionic liquids were designed and synthesized, using starting material imidazole , brominated alkanes and (-)-menthol. All 12 synthesized chiral ionic liquids were characterized by 1H NMR and supplyed catalysts for asymmetric reduction of prochiral ketone. The synthesis of anion chiral ionic liquids. The self-assembly of anion chiral ionic liquids with carboxylate was designed by using the difference of ratios of the solubility the between inorganic and organic salts. The theoretical purities of anion chiral ionic liqu