Visible-Light-Mediated Ring-Opening Strategy for the Regiospecific Allylation/Formylation of Cycloalkanols
Visible-Light-Mediated Ring-Opening Strategy for the Regiospecific Allylation/Formylation of Cycloalkanols
复制标题
环烷醇区域特异性烯丙基化/甲酰化的可见光介导开环策略
DOI：
10.1021/acs.joc.8b01225
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发表时间：
2018
影响因子：
3.6
通讯作者：
Wujiong Xia
中科院分区：
文献类型：
--
作者：
Junlei Wang;Binbin Huang;Chengcheng Shi;Chao Yang;Wujiong Xia
在这里，我们描述了一种采用可见光介导的开环策略将烯丙基区域特异性引入环烷醇分子中的简单而有效的方法。由不同环尺寸的1-芳基环烷醇前体提供了多种远端烯丙基化或甲酰化酮，为复杂天然产物的修饰提供了简洁而实用的途径。初步机理研究表明，关键的 O 中心自由基介导连续的环裂解和烯丙基化/甲酰化。
Here we describe a straightforward and efficient approach for regiospecific introduction of an allyl group into cycloalkanol molecules employing a visible-light-mediated ring-opening strategy. A wide range of distally allylated or formylated ketones is furnished from 1-aryl cycloalkanol precursors of variable ring sizes, providing a concise and practical access for the modification of complex natural products. Preliminary mechanistic studies demonstrate that the key O-centered radicals mediate the sequential ring cleavage and allylation/formylation.