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  2. Enantioselective reduction of ketones - Wikipedia

    en.wikipedia.org/wiki/Enantioselective_reduction...

    Enantioselective ketone reductions convert prochiral ketones into chiral, non-racemic alcohols and are used heavily for the synthesis of stereodefined alcohols. [1]Carbonyl reduction, the net addition of H 2 across a carbon-oxygen double bond, is an important way to prepare alcohols.

  3. Luche reduction - Wikipedia

    en.wikipedia.org/wiki/Luche_reduction

    Luche reduction is the selective organic reduction of α,β-unsaturated ketones to allylic alcohols. [ 1 ] [ 2 ] [ 3 ] The active reductant is described as "cerium borohydride", which is generated in situ from NaBH 4 and CeCl 3 (H 2 O) 7 .

  4. Homologation reaction - Wikipedia

    en.wikipedia.org/wiki/Homologation_reaction

    The original publication concerns the conversion of bile acid in a series of reactions: acid chloride (2) formation with thionyl chloride, diazoketone formation (3) with diazomethane, chloromethyl ketone formation (4) with hydrochloric acid, organic reduction of chlorine to methylketone (5), ketone halogenation to 6, elimination reaction with ...

  5. Carbonyl reduction - Wikipedia

    en.wikipedia.org/wiki/Carbonyl_reduction

    Aldehydes and ketones can be reduced respectively to primary and secondary alcohols. In deoxygenation, the alcohol group can be further reduced and removed altogether by replacement with H. Two broad strategies exist for carbonyl reduction. One method, which is favored in industry, uses hydrogen as the reductant.

  6. McMurry reaction - Wikipedia

    en.wikipedia.org/wiki/McMurry_reaction

    The McMurry reaction of benzophenone. The McMurry reaction is an organic reaction in which two ketone or aldehyde groups are coupled to form an alkene using a titanium chloride compound such as titanium(III) chloride and a reducing agent. The reaction is named after its co-discoverer, John E. McMurry.

  7. Chiral auxiliary - Wikipedia

    en.wikipedia.org/wiki/Chiral_auxiliary

    In stereochemistry, a chiral auxiliary is a stereogenic group or unit that is temporarily incorporated into an organic compound in order to control the stereochemical outcome of the synthesis. [1] [2] The chirality present in the auxiliary can bias the stereoselectivity of one or more subsequent reactions. The auxiliary can then be typically ...

  8. L-selectride - Wikipedia

    en.wikipedia.org/wiki/L-selectride

    The selectivity of this reagent is illustrated by its reduction of all three methylcyclohexanones to the less stable methylcyclohexanols in >98% yield. Under certain conditions, L-selectride can selectively reduce enones by conjugate addition of hydride, owing to the greater steric hindrance the bulky hydride reagent experiences at the carbonyl ...

  9. Lithium aluminium hydride - Wikipedia

    en.wikipedia.org/wiki/Lithium_aluminium_hydride

    The unit cell has the dimensions: a = 4.82, b = 7.81, and c = 7.92 Å, α = γ = 90° and β = 112°. In the structure, Li + cations are surrounded by five [AlH 4] − anions, which have tetrahedral molecular geometry. The Li + cations are bonded to one hydrogen atom from each of the surrounding tetrahedral [AlH 4] − anion creating a ...