A 2-pyrone cycloaddition route to functionalised aromatic boronic esters |
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Authors: | Patrick M Delaney Harry Adams Joseph PA Harrity |
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Institution: | a Department of Chemistry, University of Sheffield, Sheffield, S3 7HF, UK b Research Chemistry, Syngenta, Jealott's Hill International Research Centre, Bracknell, Berkshire, RG42 6EY, UK |
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Abstract: | A 4+2] cycloaddition/retro-cycloaddition route to functionalised aromatic boronic esters is outlined. A range of electron deficient dienes (2-pyrones) and dienophiles (alkynylboronates) were found to participate in the reaction. Furthermore, high levels of regiocontrol could be obtained in this process and a consistent mode of alkyne insertion has been uncovered. |
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