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 (https://doi.org/10.1021/ol0496327)

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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.

ORCID iDs

Fawcett, John, Griffith, Gerry A, Percy, Jonathan ORCID logoORCID: https://orcid.org/0000-0001-8636-2704 and Uneyama, Emi;