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A vinylogous Norrish reaction as a strategy for light-mediated ring expansion

2024/05/28 by Evgueni Gorobets, Papatzimas, James W., Dourado, Jorge +6

paper · doi:10.11575/prism/43205

Abstract

The reactions of bicyclic divinyl ketones display wavelength-dependent changes in product formation. UV irradiation results in the formation of competitive and tricyclic unsaturated ketones that subsequently undergo ring expansion and reaction with a range of nucleophiles. DFT calculations and transient absorption experiments were completed that are consistent with a vinylogous Type II Norrish pathway.

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