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http://dx.doi.org/10.5012/bkcs.2011.32.1.291

Organocatalytic Enantioselective Michael Addition of α-Nitroacetate to α,β-Unsaturated Enones: A Route to Chiral γ-Nitro Ketones and δ-Keto Esters  

Moon, Hyoung-Wook (Department of Chemistry, Soonchunhyang University)
Kim, Dae-Young (Department of Chemistry, Soonchunhyang University)
Publication Information
Abstract
The catalytic enantioselective conjugate addition reaction of $\alpha$-nitroacetate to $\alpha,\beta$-unsaturated enones promoted by chiral bifunctional organocatalysts is described. The treatment of $\alpha$-nitroacetate to $\alpha,\beta$-unsaturated enones afforded the corresponding Michael adducts with high enantioselectivity. The conjugate addition adducts are easily converted to chiral $\gamma$-nitro ketones and $\delta$-keto esters.
Keywords
Bifunctional organocatalysts; Asymmetric catalysis; Michael reaction; $\alpha$-Nitroacetate; $\gamma$-Nitro ketones; $\delta$-Keto esters;
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