Enantioselective Organocatalytic Intramolecular Aza‐Diels–Alder Reaction - Archive ouverte HAL
Article Dans Une Revue Angewandte Chemie International Edition Année : 2017

Enantioselective Organocatalytic Intramolecular Aza‐Diels–Alder Reaction

Résumé

A highly efficient catalytic enantioselective intramolecular Povarov reaction was developed with primary anilines as 2‐azadiene precursors. A wide variety of angularly fused azacycles were obtained without column chromatography in high to excellent yields and with excellent diastereo‐ and enantioselectivity (d.r.>99:1 and up to e.r. 99:1). Furthermore, the catalyst loading could be lowered to 1 mol %, and the obtained azacycles could be used as key intermediates for further transformations to generate additional molecular diversity.
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Dates et versions

hal-04681929 , version 1 (30-08-2024)

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Lucie Jarrige, Florent Blanchard, Geraldine Masson. Enantioselective Organocatalytic Intramolecular Aza‐Diels–Alder Reaction. Angewandte Chemie International Edition, 2017, 56 (35), pp.10573-10576. ⟨10.1002/anie.201705746⟩. ⟨hal-04681929⟩
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