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First enantioselective reductive amination of α-fluoroenones

Guillaume Dutheuil 1 Laëtitia Bailly 1 Samuel Couve-Bonnaire 1 Xavier Pannecoucke 1
1 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse
Abstract : From α-fluoroenones 2, a synthesis of (E) ketone oxime O-alkyl ethers 5 is reported with good to excellent yields. Then the first enantioselective reduction of these ketimines, via oxazaborolidine, is described with moderate to good enantiomeric excesses, leading to valuable chiral fluoroallylic amines 1.
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https://hal-normandie-univ.archives-ouvertes.fr/hal-02378329
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Submitted on : Monday, November 25, 2019 - 10:27:20 AM
Last modification on : Thursday, July 2, 2020 - 3:29:14 AM

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Guillaume Dutheuil, Laëtitia Bailly, Samuel Couve-Bonnaire, Xavier Pannecoucke. First enantioselective reductive amination of α-fluoroenones. Journal of Fluorine Chemistry, Elsevier, 2007, 128 (1), pp.34-39. ⟨10.1016/j.jfluchem.2006.09.013⟩. ⟨hal-02378329⟩

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