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Article Dans Une Revue Chemistry - A European Journal Année : 2021

Inverse-Electron-Demand Diels-Alder Reactions of 2-Pyrones: Bridged Lactones and Beyond

Résumé

Inverse‐electron‐demande Diels‐Alder (IEDDA) reactions of electron‐poor 2‐pyrones as electrophilic dienes have been extensively studied in the past fifty years. These reactions provide and efficient access to bridged bicyclic lactones and their derivatives, such as densely functionalized 1,3‐cyclohexadienes after CO 2 extrusion and polysubstituted aromatic compounds through elimination. This reaction has been used for the synthesis of many biologically active natural products and drug candidates. In this review, the developments of these IEDDA reactions including non‐catalytic, Lewis acid‐catalyzed and organocatalytic IEDDA reactions, and their applications in total synthesis are discussed in detail.
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hal-03024430 , version 1 (25-11-2020)

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Guanghao Huang, Cyrille Kouklovsky, Aurélien de La Torre. Inverse-Electron-Demand Diels-Alder Reactions of 2-Pyrones: Bridged Lactones and Beyond. Chemistry - A European Journal, 2021, 27 (15), pp.4760-4788. ⟨10.1002/chem.202003980⟩. ⟨hal-03024430⟩
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