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路易斯酸促进的烯醇硅醚与双环[1.1.0]丁烷的分子间形式[2π + 2σ]环加成反应

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

作者信息

Zhu Shijie, Tian Xue, Li Shi-Wu

机构信息

School of Chemistry and Chemical Engineering/State Key Laboratory Incubation Base for Green Processing of Chemical Engineering, Shihezi University, Shihezi, Xinjiang 832003, People's Republic of China.

出版信息

Org Lett. 2024 Aug 2;26(30):6309-6313. doi: 10.1021/acs.orglett.4c01512. Epub 2024 Jul 23.

Abstract

Silyl enol ethers react with bicyclo[1.1.0]butanes (BCBs) through Yb(OTf)-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.

摘要

硅烯醇醚通过Yb(OTf)促进的形式上的[2π + 2σ]环加成反应与双环[1.1.0]丁烷(BCBs)反应,生成双环[2.1.1]己烷(BCHs)。这种新反应能耐受多种烯醇硅醚和BCBs。此外,环加成化合物的放大实验和合成转化进一步突出了它们的实用性。

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