Lewis Acid-Mediated Intermolecular [2π+2σ] Cycloaddition Between Enol Ethers and Bicyclo[1.1.0]butanes

08 April 2025, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A Lewis acid-promoted [2π+2σ] cycloaddition strategy enables the construction of bicyclo[2.1.1]hexanes (BCHs) from enol ethers and bicyclo[1.1.0]butanes (BCBs), with excellent functional group tolerance observed for both reactants. Successful scale-up experiments and further derivatization of BCHs demonstrate the robustness of this methodology for accessing complex carbocyclic frameworks.

Keywords

bicyclo[2.1.1]hexanes
[2π+2σ] cycloaddition
bicyclo[1.1.0]butanes
enol ethers

Supplementary materials

Title
Description
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Title
Lewis Acid-Mediated Intermolecular [2π+2σ] Cycloaddition Between Enol Ethers and Bicyclo[1.1.0]butanes
Description
A Lewis acid-promoted [2π+2σ] cycloaddition strategy enables the construction of bicyclo[2.1.1]hexanes (BCHs) from enol ethers and bicyclo[1.1.0]butanes (BCBs), with excellent functional group tolerance observed for both reactants. Successful scale-up experiments and further derivatization of BCHs demonstrate the robustness of this methodology for accessing complex carbocyclic frameworks.
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