Mild Metal-Free Hydrosilylation of Secondary Amides to Amines.
作者： Pei-Qiang Huang , Qi-Wei Lang , Yan-Rong Wang
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摘要: The combination of amide activation by Tf2O with B(C6F5)3-catalyzed hydrosilylation TMDS constitutes a method for the one-pot reduction secondary amides to amines under mild conditions. displays broad applicability many types substrates, and shows good compatibility excellent chemoselectivity sensitive functional groups. Reductions multifunctionalized α,β-unsaturated obtained from another synthetic methodology, C–H functionalization product produced corresponding in yield. Chemoselective enantiomeric pure (ee >99%) tetrahydro-5-oxo-2-furaneamides yielded 5-(aminomethyl)dihydrofuran-2(3H)-ones racemization-free manner. latter were converted one pot N-protected 5-hydroxypiperidin-2-ones, which are building blocks synthesis natural products. Further elaboration an intermediate led concise four-step (−)-epi-pseudoconhydrine.
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