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

25 April 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A new approach to directly access bicyclo[2.1.1]hexanes (BCHs) from easily prepared enol silyl ethers and bicyclo[1.1.0]butanes (BCBs) through formal [2π+2σ] cycloaddition was developed involving two-electron mediated process promoted by commercially available Lewis acids. This new reaction tolerated a wide range of enol silyl ethers and BCBs. In addition, a scale-up experiment and the synthetic transformations of the cycloadducts further highlighted the synthetic utility.

Keywords

cycloaddition
silyl enol ethers
carbocycles
Lewis acid.

Supplementary materials

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Title
Intermolecular Formal [2π+2σ] Cycloaddition of Enol Silyl Ethers with Bicyclo[1.1.0]butanes Promoted by Lewis acids
Description
The Supporting Information is available free of charge at https://pubs.acs.org/ Experimental procedures and analysis data for all new compounds (PDF)
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