Synfacts 2025; 21(04): 365
DOI: 10.1055/a-2539-2952
Metals in Synthesis

Photoredox-Catalyzed Acylesterification of Alkenes Using Acyloxime Esters as Bifunctional Reagents

Rezensent(en):
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Zhou Y, Zhao R, Hu M, Duan X-H, Liu L *. Xi’an Jiaotong University, P. R. China
Photoredox-Catalyzed Alkene Acylesterification with Acyloxime Esters via C–C and Tertiary C–O Bond Formation.

Org. Lett. 2025;
27: 623-628
DOI: 10.1021/acs.orglett.4c04422
 

Significance

Liu and co-workers developed a photoredox-catalyzed acylesterification of terminal alkenes using acyloximes as bifunctional group transfer reagents. This protocol features good functional group tolerance, affording synthetically valuable α-acyl hindered alcohol esters in good yields.


Comment

A mechanistic study supports the shown photoredox-catalyzed cycle, which follows a radical polar crossover mechanism. The key to this transformation was the use of fac-Ir(ppy)3 as the photocatalyst.




Publikationsverlauf

Artikel online veröffentlicht:
25. März 2025

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