【作者】 马博文；

【导师】 厍学功； 潘鑫复；

【作者基本信息】 兰州大学 ， 有机化学， 2008， 硕士

【摘要】 本论文对吲哚里西定(Indolizidine)类生物碱Indolizidine 167B及双稠吡咯烷(pyrrolizidine)类生物碱Cremastrine进行了全合成研究。共包括以下三个部分:一、Weinreb amides在有机合成中的应用(综述)本部分介绍了Weinreb amides的发现、反应机理与制备方法,以及Weinrebamides的相关反应在在官能团转化、碳链延长、结构拼接中的应用。二.Indolizidine 167B的合成研究本部分介绍了吲哚里西定(Indolizidine)类生物碱的定义、简况以及合成研究。并以Boc-L-脯氨酸为原料,经Weinreb酰胺化反应,乙炔格氏试剂的取代反应,分子内氮参与的1,4加成反应,及分子间迈克尔加成反应,合成了Indolizidine 167B前体化合物。三、Cremastrine的合成研究本部分介绍了双稠吡咯烷(pyrrolizidine)类生物碱的定义、简况以及合成研究。设计了以脯氨酸与苏氨酸为起始原料,以迪克曼缩合与环氧化反应为关键步骤,对双稠吡咯烷(pyrrolizidine)类生物碱Cremastrine进行全合成研究。更多还原

【Abstract】 This thesis main focused on the syntheses of Indolizidine 167B and Cremastrine.Its included the following three parts:Chapter 1.Chemistry of Weinreb amides,and applications in organic synthesis.(review).The preparation of Weinreb amides was introduced in detail.The important applications in organic synthesis were also reviewed.Chapter 2.Synthesis of Indolizidine 167B.The definition,previous synthetic reports of Indolizidine alkaloid were introduced in brief.The precursor of Indolizidine 167B was obtained from Boc-L-proline as starting material via substitution reaction,intramolecular aza-micheal addition reaction and intermolecular micheal addition reactionChapter 3.Synthesis of Cremastrine.The definition,previous synthetic reports of Pyrrolizidine alkaloid were introduced in brief.The approach of synthesis of Cremastrine was studied starting from L-Proline and L-threonine.In which Dieckmann reaction and epoxidation were key steps.更多还原