钯催化的乙烯基双环[1.1.0]丁烷与亚甲基吲哚酮的应变促进[2π + 2σ]环加成反应
Palladium-Catalyzed Strain-Enabled [2π + 2σ] Cycloadditions of Vinyl Bicyclo[1.1.0]butanes with Methyleneindolinones.
作者信息
Zheng Lan, Yang Yu-Min, Liu Zhi-Ping, Wang Wei, Liang Wen-Jie, Jiang Hai-Lian, Yang Liu, Lin Chenxiang, Su Wei, Xiao Jun-An
机构信息
Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University, Nanning 530001, P. R. China.
出版信息
Org Lett. 2025 Jan 10;27(1):229-234. doi: 10.1021/acs.orglett.4c04224. Epub 2024 Dec 26.
A palladium-catalyzed [2π + 2σ] cycloaddition of vinyl bicyclo[1.1.0]butanes with methyleneindolinones has been developed. The reaction enables the construction of spirobicyclo[2.1.1]hexanes bearing an all-carbon quaternary center in moderate to good yields with excellent diastereoselectivities. This method features a broad substrate scope with good functional group compatibility. The practical utility of this protocol was further demonstrated by gram-scale synthesis and postsynthetic transformations of desired product.
已开发出一种钯催化的乙烯基双环[1.1.0]丁烷与亚甲基吲哚酮的[2π + 2σ]环加成反应。该反应能够以中等至良好的产率和优异的非对映选择性构建带有全碳季中心的螺双环[2.1.1]己烷。此方法具有底物范围广、官能团兼容性好的特点。通过克级合成和目标产物的后期合成转化进一步证明了该方法的实用性。
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