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Generation of the Methoxycarbonyl Radical by Visible-Light Photoredox Catalysis and Its Conjugate Addition with Electron-Deficient Olefins

Yuriy Slutskyy and Larry E. Overman*

*Department of Chemistry, University of California, Irvine, California 92697−2025, United States, Email: leovermauci.edu

Y. Slutskyy, L. E. Overman, Org. Lett., 2016, 18, 2564-2567.

DOI: 10.1021/acs.orglett.6b00895



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Abstract

Visible-light photoredox-catalyzed fragmentation of methyl N-phthalimidoyl oxalate allows direct construction of a 1,4-dicarbonyl structural motif by a regioselective conjugate addition of the methoxycarbonyl radical to reactive Michael acceptors.

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Key Words

1,4-keto carboxylic esters, esters


ID: J54-Y2016