Intermolecular Formal [2π + 2σ] Cycloaddition of Enol Silyl Ethers with Bicyclo[1.1.0]butanes Promoted by Lewis Acids,Organic Letters

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Intermolecular Formal [2π + 2σ] Cycloaddition of Enol Silyl Ethers with Bicyclo[1.1.0]butanes Promoted by Lewis Acids
Organic Letters ( IF 4.9 ) Pub Date : 2024-07-23 , DOI: 10.1021/acs.orglett.4c01512
Shijie Zhu ₁ , Xue Tian ₁ , Shi-Wu Li ₁

Affiliation

Silyl enol ethers react with bicyclo[1.1.0]butanes (BCBs) through Yb(OTf)₃-promoted formal [2π + 2σ] cycloaddition reactions to furnish bicyclo[2.1.1]hexanes (BCHs). This new reaction tolerated a wide range of enol silyl ethers and BCBs. Furthermore, the amplification experiments and synthetic transformations of the cycloaddition compounds further highlighted their practicality.

中文翻译：

路易斯酸促进烯醇甲硅烷基醚与双环[1.1.0]丁烷的分子间缩甲醛[2π + 2σ]环加成反应

甲硅烷基烯醇醚与双环[1.1.0]丁烷(BCBs)通过Yb(OTf) ₃ -促进的正式[2π + 2σ]环加成反应反应生成双环[2.1.1]己烷(BCHs)。这种新反应可以耐受多种烯醇甲硅烷基醚和 BCB。此外，环加成化合物的扩增实验和合成转化进一步凸显了其实用性。

更新日期：2024-07-23

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