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


ABSTRACT: Stereoselective ?-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.

SUBMITTER: Guo JY 

PROVIDER: S-EPMC6849636 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature

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Photoredox-catalyzed stereoselective alkylation of enamides with <i>N</i>-hydroxyphthalimide esters <i>via</i> decarboxylative cross-coupling reactions.

Guo Jing-Yu JY   Zhang Ze-Yu ZY   Guan Ting T   Mao Lei-Wen LW   Ban Qian Q   Zhao Kai K   Loh Teck-Peng TP  

Chemical science 20190805 38


Stereoselective β-C(sp<sup>2</sup>)-H alkylation of enamides with redox-active <i>N</i>-hydroxyphthalimide esters <i>via</i> 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  ...[more]

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