Reação de Alilação Deacilativa: Uma Abordagem Promissora para a Síntese de Compostos Contendo o Grupo Alila em Centros Quaternários

Deacylative Allylation Reaction: A promising Approach for the Synthesis of Compounds Containing the Allyl Group at Quaternary Centers

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DOI:

https://doi.org/10.21577/1984-6835.20230025

Resumo

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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Publicado

20-12-2023