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Electrochemical synthesis of 7-membered carbocycles through cascade 5-exo-trig/7-endo-trig radical cyclization†
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2018-09-26 00:00:00 , DOI: 10.1039/c8qo00803e
Hao Long 1, 2, 3, 4, 5 , Jinshuai Song 6, 7, 8, 9 , Hai-Chao Xu 1, 2, 3, 4, 5
Affiliation  

7-endo-trig cyclizations, especially for unhindered terminal alkenes, remain underdeveloped. We report herein an electrochemical synthesis of functionalized 7-membered carbocycles through a 5-exo-trig/7-endo-trig radical cyclization cascade. The first cyclization step of the cascade process forms a 5-membered ring with trans-disposition of the radical center and the remaining alkene. This trans configuration forces the 6-heptenyl radical to undergo regioselective 7-endo cyclization.

中文翻译:

通过级联5- exo-trig / 7- endo-trig自由基环化电化学合成7元碳环

7-内-trig环化,特别是对于不受阻碍的末端烯烃的环化,仍然不发达。我们在这里报告通过5 -exo-trig / 7 -endo-trig自由基环化级联反应的功能化7元碳环的电化学合成。级联过程的第一环化步骤形成具有5元环的反式基团中心的-disposition并且剩余烯烃。这种反式构型力量6-庚烯基激进经过区域选择性7-远藤环。
更新日期:2018-09-26
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