• Title/Summary/Keyword: Acyloins

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Mild and Efficient Reduction of α,β-Unsaturated Carbonyl Compounds, α-Diketones and Acyloins with Sodium Borohydride/Dowex1-x8 System

  • Zeynizadeh, Behzad;Shirini, Farhad
    • Bulletin of the Korean Chemical Society
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    • v.24 no.3
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    • pp.295-298
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    • 2003
  • α,β-Unsaturated aldehydes and ketones are regioselectively reduced to the corresponding allylic alcohols with /Dowex1-x8 system in THF at room temperature. This system is also efficient for the conversion of α-diketones and acyloins to the vicinal diols in refluxing THF.

(Pyridine)(tetrahydroborato)zinc Complex, [Zn(BH4)2(py)], as a New Stable, Efficient and Chemoselective Reducing Agent for Reduction of Carbonyl Compounds

  • Zeynizadeh, Behzad;Faraji, Fariba
    • Bulletin of the Korean Chemical Society
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    • v.24 no.4
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    • pp.453-459
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    • 2003
  • (Pyridine)(tetrahydroborato)zinc complex, $[Zn(BH_4)_2(py)]$, as a stable white solid, was prepared quantitatively by complexation of an equimolar amount of zinc tetrahydroborate and pyridine at room temperature. This reagent can easily reduce variety of carbonyl compounds such as aldehydes, ketones, acyloins, α-diketones and a, β-unsaturated carbonyl compounds to their corresponding alcohols in good to excellent yields. Reduction reactions were performed in ether or THF at room temperature or under reflux conditions. In addition, the chemoselective reduction of aldehydes over ketones was accomplished successfully with this reducing agent.

Wet SiO2 As a Suitable Media for Fast and Efficient Reduction of Carbonyl Compounds with NaBH3CN under Solvent-Free and Acid-Free Conditions

  • Kouhkan, Mehri;Zeynizadeh, Behzad
    • Bulletin of the Korean Chemical Society
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    • v.31 no.10
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    • pp.2961-2966
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    • 2010
  • Reduction of carbonyl compounds such as aldehydes, ketones, $\alpha,\beta$-unsaturated enals and enones, $\alpha$-diketones and acyloins was carried out readily with $NaBH_3CN$ in the presence of wet $SiO_2$ as a neutral media. The reactions were performed at solvent-free conditions in oil bath (70 - $80^{\circ}C$) or under microwave irradiation (240 W) to give the product alcohols in high to excellent yields. Regioselective 1,2-reduction of conjugated carbonyl compounds took place in a perfect selectivity without any side product formation.

A Mild and Convenient Method for the Reduction of Carbonyl Compounds with NaBH4 in the Presence of Catalytic Amounts of MoCl5

  • Zeynizadeh, Behzad;Yahyaei, Saiedeh
    • Bulletin of the Korean Chemical Society
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    • v.24 no.11
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    • pp.1664-1670
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    • 2003
  • $NaBH_4$ with catalytic amounts of $MoCl_5$ can readily reduce a variety of carbonyl compounds such as aldehydes, ketones, acyloins, ${\alpha}$-diketones and conjugated enones to their corresponding alcohols in good to excellent yields. Reduction reactions were performed under aprotic condition in $CH_3CN$ at room temperature or reflux. In addition, the chemoselective reduction of aldehydes over ketones was accomplished successfully with this reducing system.