Multicatalytic Enantioselective Borrowing Hydrogen δ-Lactonization Strategy from β-Keto Esters and Allylic Alcohols - Institut des Sciences Moléculaires de Marseille Accéder directement au contenu
Article Dans Une Revue Synthesis: Journal of Synthetic Organic Chemistry Année : 2018

Multicatalytic Enantioselective Borrowing Hydrogen δ-Lactonization Strategy from β-Keto Esters and Allylic Alcohols

Résumé

By combining an iron-catalyzed borrowing hydrogen of allylic alcohols with an enantioselective organocatalyzed Michael addition of β-keto esters followed by a subsequent DBU-promoted lactonization different enantioenriched δ-lactones have been synthesized with good enantioselectivities. The valuable building blocks, featuring in some cases challenging quaternary stereocenters, have been obtained with >90% ee.
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Dates et versions

hal-01700677 , version 1 (05-02-2018)

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Adrien Quintard, Mylène Roudier, Jean Rodriguez. Multicatalytic Enantioselective Borrowing Hydrogen δ-Lactonization Strategy from β-Keto Esters and Allylic Alcohols. Synthesis: Journal of Synthetic Organic Chemistry, 2018, 50 (04), pp.785 - 792. ⟨10.1055/s-0036-1588547⟩. ⟨hal-01700677⟩

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