Issue 38, 2019

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

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

Supplementary files

Article information

Article type
Edge Article
Submitted
21 Jun 2019
Accepted
04 Aug 2019
First published
05 Aug 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2019,10, 8792-8798

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, 10, 8792 DOI: 10.1039/C9SC03070K

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