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Carboalumination of Seven-Membered-Ring trans-Alkenes.
Organic Letters ( IF 5.2 ) Pub Date : 2020-09-17 , DOI: 10.1021/acs.orglett.0c02711
Margaret A Greene 1 , Yudong Liu 2 , Jillian R Sanzone 2 , K A Woerpel 2
Affiliation  

Seven-membered-ring trans-alkenes undergo rapid hydro- and carboalumination reactions in the absence of a catalyst with complete regio- and diastereoselectivity. Control experiments, including deuterium labeling, adding radical inhibitors, and using a radical clock, suggest that these reactions proceed by a concerted mechanism. The products of the reaction possess a new carbon–aluminum bond that can then undergo subsequent transformations, particularly oxidation, providing functionalized products as single stereoisomers.

中文翻译:

七元环反式烯烃的碳铝化。

七元环反式烯烃在没有具有完全区域选择性和非对映选择性的催化剂的情况下进行快速的氢和碳铝化反应。控制实验,包括氘标记、添加自由基抑制剂和使用自由基时钟,表明这些反应通过协同机制进行。反应产物拥有一个新的碳铝键,然后可以进行后续的转化,特别是氧化,提供作为单一立体异构体的功能化产物。
更新日期:2020-10-02
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