Functionalized cyclobutenes via multicomponent thermal [2 + 2] cycloaddition reactions

Helen M. Sheldrake, Timothy W. Wallace, Craig P. Wilson

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    (Chemical Equation Presented) Enamine [2 + 2] cycloadditions can be achieved in useful yields simply by stirring a mixture of an aldehyde, diethylamine, a dialkyl fumarate, and potassium carbonate in acetonitrile at 25°C, conditions that are compatible with the presence of a potential leaving group on the β-position of the intermediate enamine. Methylation and elimination of the product cyclobutanes completes a mild nonphotochemical route to functionalized cyclobutenes. © 2005 American Chemical Society.
    Original languageEnglish
    Pages (from-to)4233-4236
    Number of pages3
    JournalOrganic Letters
    Issue number19
    Publication statusPublished - 15 Sept 2005


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