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第14讲-环氧化物开环、偶极环加成和臭氧分解Lecture 14 - Epoxide Opening, Dipolar Cycloaddition, and Ozonolysis |
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| 课程网址: | http://videolectures.net/yalespan125bs2011_mcbride_lec14/ |
| 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: |  |
| 课程简介: | The formation of epoxides and the regiospecificity of their acid- and base-catalyzed ring openings underlines the importance of thinking carefully about how textbooks draw curved arrows and may sometimes read too much into fundamentally inadequate experimental data. The ozonolysis of alkenes begins with several 1,3-dipolar cycloadditions that can be understood in terms of matching HOMOs with LUMOs of the corresponding symmetry. The process continues with acetal hydrolysis and either reduction or oxidation to obtain the desired product. Mechanisms of these typical reactions are analyzed. Although addition to the C=O double bond is usually considered nucleophilic, it can have an important electrophilic component that makes it mechanistically analogous to the "electrophilic" additions to C=C being discussed in these lectures. The use of metals to access orbitals of the proper symmetry is introduced through alkene dihydroxylation via cycloaddition of OsO4. |
| 关 键 词: | 环氧化物; 臭氧分解; 偶极环加成反应 |
| 课程来源: | 视频讲座网 |
| 数据采集: | 2021-11-18：zkj |
| 最后编审: | 2021-11-18：zkj |
| 阅读次数: | 76 |