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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 N-hydroxyphthalimide esters via 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(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 ...[more]

PMID: 31803451

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