全碳体系的5-endo-Trig自由基环化反应研究进展
收稿日期: 2022-09-24
修回日期: 2022-10-13
网络出版日期: 2022-11-01
基金资助
国家自然科学基金(22071218); 国家自然科学基金(22203076)
Recent Advances on 5-endo-Trig Radical Cyclization of All-Carbon Systems
Received date: 2022-09-24
Revised date: 2022-10-13
Online published: 2022-11-01
Supported by
National Natural Science Foundation of China(22071218); National Natural Science Foundation of China(22203076)
5-endo-trig自由基环化是快速构筑五元环的理想方法之一. Baldwin-Beckwith规则指出, 受立体电子效应影响, 5-endo-trig自由基环化通常是动力学不利的. 近年来, 化学工作者一直致力于探索促进5-endo-trig自由基环化的新策略, 以期发展高效、高选择性的五元碳环或杂环化合物的合成方法. 综述了4-戊烯基自由基5-endo环化的最新进展, 总结归纳了主要的促进策略, 希望推动5-endo-trig自由基环化反应的进一步设计和发展.
关键词： 自由基; 5-endo-trig环化; 五元环; 构象限制; 极性效应
郑汉良 , 苏静雯 , 周雨露 , 朱钢国 . 全碳体系的5-endo-Trig自由基环化反应研究进展[J]. 有机化学, 2022 , 42(12) : 4060 -4066 . DOI: 10.6023/cjoc202209029
The 5-endo-trig radical closure has emerged as an ideal method for the fast aseembly of five-membered rings. It is believed to be kinetically disfavored due to the stereoelectronic disadvantages, so it is recognized as a disfavored process according to the Baldwin-Beckwith rules. Despite the challenges, continuous efforts have been devoted to develop effective strategies that enable 5-endo-trig radical cyclization. The recent advances on 5-endo-trig closure of 4-pentenyl radicals are summarized and the common strategies for accelerating the cyclization are analyzed, which will be valuable for the design and development of novel radical 5-endo-trig processes.
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