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第37讲-证明葡萄糖的构型并合成两种非天然产物

Lecture 37 - Proving the Configuration of Glucose and Synthesizing Two Unnatural Products
课程网址: http://videolectures.net/yalespan125bs2011_mcbride_lec37/  
主讲教师: J. Michael McBride
开课单位: 耶鲁大学
开课时间: 2014-08-19
课程语种: 英语
中文简介:
现代光谱学工具不仅显示了葡萄糖的组成、构型和构象,而且还显示了它如何在异构半缩酮吡喃糖环之间相互转换。人类最伟大的成就之一就是在这种光谱学出现之前确定了它的结构,尤其是它的形态。到1887年,海因里希·基利亚尼(Heinrich Kiliani)已将葡萄糖的构成确定为醛糖己糖,并在埃米尔·菲舍尔(Emil Fischer)的帮助下,开发了一种醛糖同源的方法。Fisher收集了大量关于天然和人工醛糖及其衍生物,特别是其结晶带相互转化的实验证据。1892年,他利用这一证据从逻辑上证明了八种醛己糖构型中的哪一种对应于葡萄糖,并为范特霍夫的立体化学理论提供了明确的支持。1991年,Cram、Tanner和Thomas报告了反芳香环丁二烯的NMR谱,他们通过在蛤壳分子内光解制备了该谱,他们设计并构建了蛤壳分子,以分离这种高反应性分子。
课程简介: Modern spectroscopic tools show not only the constitution, configuration, and conformation of glucose but also how it interconverts between isomeric hemiketal pyranose rings. One of mankind's great accomplishments was determinining its constitution and especially its configuration before such spectroscopy. By 1887 Heinrich Kiliani had established the constitution of glucose as an aldohexose, and with help from Emil Fischer, he developed a method for homologating aldoses. Fisher assembled a great deal of experimental evidence on interconversion of natural and artificial aldoses, and their derivatives, especially their crystalline osazones. In 1892 he used this evidence to prove logically which of eight aldohexose configurations corresponds to glucose and to provide definitive support for van't Hoff's stereochemical theory. In 1991 Cram, Tanner, and Thomas reported the NMR spectrum of antiaromatic cyclobutadiene, which they prepared by photolysis inside a clamshell molecule that they designed and constructed in order to isolate this highly reactive molecule.
关 键 词: 现代光谱学; 葡萄糖; 高反应性分子
课程来源: 视频讲座网
数据采集: 2021-11-19:zkj
最后编审: 2021-11-19:zkj
阅读次数: 55