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
Keywords
acylesterification - acyloximes - alkenes - photoredox catalysis
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.