• Title/Summary/Keyword: ${\alpha},{\beta}$-Unsaturated esters

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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;Kim, Dae-Young
    • Bulletin of the Korean Chemical Society
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    • v.32 no.1
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    • pp.291-295
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    • 2011

  • 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.

  • https://doi.org/10.5012/bkcs.2011.32.1.291 인용 PDF KSCI

Selective Reduction of $\alpha,\beta$-Unsaturated Ketones with Borohydride Exchange Resin-$CuSO_4$ in Methanol

  • Yoon, Nung-Min;Sim, Tae-Bo
    • Bulletin of the Korean Chemical Society
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    • v.14 no.6
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    • pp.749-752
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    • 1993

  • Borohydride exchange resin $(BER)-CuSO_4$ system readily reduces {\alpha},{\beta}$-unsaturated ketones to the corresponding saturated alcohols quantitatively. This reduction tolerates many functional groups such as carbon-carbon multiple bonds, chlorides, epoxides, esters, amides and nitriles.

  • https://doi.org/10.5012/bkcs.1993.14.6.749 인용 PDF

Clean Reduction of $\alpha,\beta$-Unsaturated Carboxylic Acid Derviatives to the Saturated Derivatives by Potassium Triphenylborohydride in the Presence of Phenol

  • Park, Soo-Bong;Kim, Kwan-Eung;Yoon, Nung-Min
    • Bulletin of the Korean Chemical Society
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    • v.9 no.6
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    • pp.352-355
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    • 1988

  • ${\alpha},{\beta}$-unsaturated carboxylic acid derivatives such as esters, amides, and nitriles are readily reduced to the corresponding saturated derivatives by potassium triphenylborohydride, $KPh_3BH$, in the presence of phenol, a quenching agent, in excellent yields.

  • https://doi.org/10.5012/bkcs.1988.9.6.352 인용 PDF