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Chiral-at-Metal Rh(III) Complex-Catalyzed Decarboxylative Michael Addition of β‑Keto Acids with α,β-Unsaturated 2‑Acyl Imidazoles or Pyridine

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journal contribution
posted on 28.02.2017, 18:21 by Shi-Wu Li, Jun Gong, Qiang Kang
A newly prepared chiral-at-metal Rh­(III) complex-catalyzed, highly efficient enantioselective decarboxylative Michael addition of β-keto acids with α,β-unsaturated 2-acyl imidazoles or pyridine has been developed, affording the corresponding adducts in 94–98% yield with up to 96% enantioselectivity. This protocol exhibits remarkable reactivity, as the complex with a Rh­(III) loading as low as 0.05 mol % can catalyze the decarboxylative Michael addition on a gram scale without loss of enantioselectivity.