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The Strathprints institutional repository is a digital archive of University of Strathclyde research outputs. Strathprints provides access to thousands of Open Access research papers by University of Strathclyde researchers, including those from the School of Psychological Sciences & Health - but also papers by researchers based within the Faculties of Science, Engineering, Humanities & Social Sciences, and from the Strathclyde Business School.

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Unexpectedly selective formation and reactions of epoxycyclooctenones under microwave-mediated conditions

Fawcett, John and Griffith, Gerry A and Percy, Jonathan and Uneyama, Emi (2004) Unexpectedly selective formation and reactions of epoxycyclooctenones under microwave-mediated conditions. Organic Letters, 6 (8). pp. 1277-1280. ISSN 1523-7060

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Abstract

Topologically mobile difluorinated cyclooctenones undergo rapid, high-yielding, and completely stereoselective epoxidations with methyl-(trifluoromethyl)dioxirane. The epoxides resist conventional hydrolysis but react smoothly in basic media under microwave irradiation to afford unique hemiacetals and hemiaminals in good yield.