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第13讲-形成三元环的加成反应：类卡宾和环氧化Lecture 13 - Addition to Form Three-Membered Rings: Carbenoids and Epoxidation |
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| 课程网址: | http://videolectures.net/yalespan125bs2011_mcbride_lec13/ |
| 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: | After drill on the mechanism of the pinacol rearrangement, this lecture applies molecular-orbital analysis to simultaneous electrophilic/nucleophilic attack by a single atom to form a three-membered ring from an alkene. These reactions provide drill in consistent use of the curved-arrow formalism for describing electron-pair shifts. Two alternative mechanisms for formation of cyclopropanes by the alkylzinc Simmons-Smith "carbenoid" reagent are proposed, and the one-step mechanism is supported by theory. Epoxidation of alkenes by peroxycarboxylic acids also seems to go by way of a concerted electrophilic/nucleophilic process involving a single transition state. The stereochemistry and scale of various paths to epoxides is discussed in the context of their commercial utility. |
| 关 键 词: | 分子轨道分析; 三元环; 环氧化合物 |
| 课程来源: | 视频讲座网 |
| 数据采集: | 2021-11-17：zkj |
| 最后编审: | 2021-11-17：zkj |
| 阅读次数: | 167 |