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A 2-pyrone cycloaddition route to functionalised aromatic boronic esters
Authors:Patrick M Delaney  Harry Adams  Joseph PA Harrity
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
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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