A Radical Route to α-Substituted Enones.

28 June 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


A versatile strategy for the α-substitution of enones through the formal fusion between enones and unactivated alkenes is described. It relies on the formation and use of α-xanthyl-β-hydroxy ketones, which can be considered as synthetic equivalents of the high energy and difficult to tame alkenyl radicals. This approach thus constitutes a solution to the long-standing problem of sp2-sp3 bond formation in the α-position of enones and complements metal based methods that are more suitable for sp2-sp2 and sp2 -sp couplings. The functional group tolerance is particularly broad and the process, which can often be accomplished one-pot, could be extended in one case to an α,β-unsaturated ester.


Radical reactions

Supplementary materials

A Radical Route to α-Substituted Enones
Electronic Supplementary Information


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