Selectfluor-Mediated Stereoselective [1+1+4+4] Dirnerization of Styrylnaphthols
Selectfluor-Mediated Stereoselective [1+1+4+4] Dirnerization of Styrylnaphthols
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Selectflu 介导的立体选择性 [1 1 4 4] 苯乙烯基萘酚的二胺化
DOI：
10.1021/acs.orglett.9b03587
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发表时间：
2019
期刊：
影响因子：
5.2
通讯作者：
Zhou Ling
中科院分区：
文献类型：
--
作者：
Yang Hui;Sun Huai-Ri;Xue Rui-Di;Wu Zi-Bo;Gou Bo -Bo;Lei Yibo;Chen Jie;Zhou Ling
首次以选择性氟为氧化剂，研究了1-苯基萘酚的立体选择性[1+1+4+4]二聚反应。该反应与多种官能团相容，得到了一类具有新颖三维骨架的乙基并[b，f][1，5]二氧杂环己烷。密度泛函理论计算表明，该方法融合了一个有趣的立体选择性分子间1+1自由基偶联，形成桥联的C-C键，然后通过分子内的[4+4]形式环加成原位生成的多醌甲烷中间体。
Stereoselective [1 + 1 + 4 + 4] dimerization of 1-styrylnaphthols has been developed by using Selectfluor as the oxidant for the first time. The reaction was compatible with various functional groups, giving a class of ethanodinaphtho[b,f][1,5]dioxocines with novel 3D skeletons. DFT calculations indicate that this method merges an intriguing stereoselective intermolecular 1 + 1 radical coupling to construct a bridged C–C bond and then an intramolecular [4 + 4] formal cycloaddition of the in situ generatedo-quinone methide intermediate.