Review highlights deacylative allylation of dialkylated compounds with allylic alcohols, indicating a mild synthetic pathway to assemble crowded quaternary centers in bioactive targets.
This review highlights a palladium-catalyzed allylation strategy named deacylative allylation (DaA) of α,α-dialkylated β-acetyl esters, amides, nitriles, or nitro group (EWG) in the presence of allylic alcohols.A retro-Claisen like reaction generates in situ the enolate of these groups while the resulting allyl acetate leads to the formation of the π-allylpalladium.This alternative allows the synthesis of compounds with allyl groups at quaternary centers using mild conditions, embracing high tolerance for functional groups, and selectivity control.This approach has been used in the synthesis of natural products and bioactive compounds.
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Souza et al. (2023) studied this question.
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