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The role of substituents in retro Diels-Alder extrusion of CO2 from 2(H)-pyrone cycloadducts

Yes / An experimental and computational investigation is conducted into the role of substituents in retro Diels-Alder extrusion of CO2 from 2-oxa-bicyclo[2.2.2]oct-5-en-3-ones. We provide the first experimental evidence that loss of CO2 from the cycloadducts significantly depends on the nature and position of the substituents. For example, we show that whilst 5-carboethoxy-2-pyrone undergoes a more facile cycloaddition that 3-carboethoxy-2-pyrone, the cycloadduct from the latter pyrone undergoes a more facile loss of CO2 than the cycloadduct from the former pyrone. / EPSRC, Yorkshire Cancer Research, Yorkshire Enterprise Fellowships

Identiferoai:union.ndltd.org:BRADFORD/oai:bradscholars.brad.ac.uk:10454/9888
Date2016 July 1927
CreatorsAbdullahi, Mohamed H., Thompson, L.M., Bearpark, M.J., Vinader, Victoria, Afarinkia, Kamyar
Source SetsBradford Scholars
LanguageEnglish
Detected LanguageEnglish
TypeArticle, Accepted manuscript
RightsUnspecified

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