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Photoredox-catalyzed stereoselective alkylation of enamides with N-hydroxyphthalimide esters via decarboxylative cross-coupling reactions

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Abstract

Stereoselective β-C(sp2)–H alkylation of enamides with redox-active N-hydroxyphthalimide esters via a photoredox-catalyzed decarboxylative cross-coupling reaction is demonstrated. This methodology features operational simplicity, broad substrate scopes, and excellent stereoselectivities and functional group tolerance, affording a diverse array of geometrically defined and synthetically valuable enamides bearing primary, secondary or tertiary alkyl groups in satisfactory yields.

Graphical abstract: Photoredox-catalyzed stereoselective alkylation of enamides with N-hydroxyphthalimide esters via decarboxylative cross-coupling reactions

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Publication details

The article was received on 21 Jun 2019, accepted on 04 Aug 2019 and first published on 05 Aug 2019


Article type: Edge Article
DOI: 10.1039/C9SC03070K
Chem. Sci., 2019, Advance Article
  • Open access: Creative Commons BY-NC license
    All publication charges for this article have been paid for by the Royal Society of Chemistry

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    Photoredox-catalyzed stereoselective alkylation of enamides with N-hydroxyphthalimide esters via decarboxylative cross-coupling reactions

    J. Guo, Z. Zhang, T. Guan, L. Mao, Q. Ban, K. Zhao and T. Loh, Chem. Sci., 2019, Advance Article , DOI: 10.1039/C9SC03070K

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