• 제목/요약/키워드: $\alpha$,$\beta$-Unsaturated ketones

검색결과 30건 처리시간 0.019초

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
    • /
    • 제32권1호
    • /
    • pp.291-295
    • /
    • 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.

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
    • /
    • 제14권6호
    • /
    • pp.749-752
    • /
    • 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.

Reaction of Lithium 2-Pyridyloxyalkylcuprates Having Improved Thermal Stability with Acid Chlorides and $\alpha,\beta$-Unsaturated Ketones

  • Lee, Phil-Ho;Shim, Sang-Chul;Kim, Sung-Gak
    • Bulletin of the Korean Chemical Society
    • /
    • 제7권6호
    • /
    • pp.425-428
    • /
    • 1986
  • A new heterocuprate containing 2-pyridyloxy ligand, lithium 2-pyridyloxy-n-butylcuprate, has shown improved thermal stability and it reacts with acid chlorides to afford the corresponding ketones in high yields. Similarly, it can be effectively utilized in conjugate addition reactions of $\alpha,\beta$-unsaturated ketones. Of synthetic significance is that the complete utilization of n-butyl group in lithium 2-pyridyloxy-n-butylcuprate has been observed.