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Palladium-Catalyzed Allylic Esterification via C–C Bond Cleavage of a Secondary Homoallyl Alcohol
32
Citations
77
References
2014
Year
Cross-coupling ReactionC–c Bond CleavageEngineeringPalladium-catalyzed Allylic EsterificationAlkene MetathesisSecondary Homoallyl AlcoholsSequential Retro-allylationCatalytic SynthesisOrganic ChemistrySecondary AlcoholOrganometallic CatalysisCatalysisSecondary Homoallyl AlcoholChemistryMolecular CatalysisAsymmetric CatalysisEnantioselective SynthesisBiomolecular Engineering
Palladium-catalyzed allylic esterifications of secondary homoallyl alcohols with acids via sequential retro-allylation and esterification are demonstrated, affording the corresponding allyl ester in up to 99% yield. The electron effect of the substituent of the secondary alcohol was found to be crucial to the selective C-C bond cleavage.
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