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- Luche_reduction abstract "Luche reduction is the selective organic reduction of ketones to alcohols with lanthanoid chlorides, such as cerium(III) chloride, and sodium borohydride. The Luche reduction can be conducted chemoselectively toward ketone in the presence of aldehyde or toward α,β-unsaturated ketone in the presence of non-conjugated ketone.An enone forms an allylic alcohol in a 1,2-addition. Competing conjugate 1,4-addition is suppressed. The solvent is an alcohol such as methanol or ethanol.Luche reduction of enonesThe selectivity can be explained in terms of HSAB theory: carbonyl groups require hard nucleophiles for 1,2-addition. The hardness of the borohydride is increased by replacing hydride groups with alkoxide groups, a reaction catalyzed by the cerium salt by increasing the electrophilicity of the carbonyl group. This is selective for ketones because it is more Lewis basic.In one application a ketone is selectively reduced in presence of an aldehyde. Actually in presence of methanol as solvent, the aldehyde forms methoxy acetal which is inactive in the reducing conditions.Luche reduction↑ ↑ ↑".
- Luche_reduction thumbnail Luche2.png?width=300.
- Luche_reduction wikiPageID "16578455".
- Luche_reduction wikiPageLength "2095".
- Luche_reduction wikiPageOutDegree "24".
- Luche_reduction wikiPageRevisionID "702294542".
- Luche_reduction wikiPageWikiLink Alcohol.
- Luche_reduction wikiPageWikiLink Aldehyde.
- Luche_reduction wikiPageWikiLink Allyl_alcohol.
- Luche_reduction wikiPageWikiLink Category:Name_reactions.
- Luche_reduction wikiPageWikiLink Category:Organic_redox_reactions.
- Luche_reduction wikiPageWikiLink Cerium(III)_chloride.
- Luche_reduction wikiPageWikiLink Chemoselectivity.
- Luche_reduction wikiPageWikiLink Chloride.
- Luche_reduction wikiPageWikiLink Conjugated_system.
- Luche_reduction wikiPageWikiLink Electrophile.
- Luche_reduction wikiPageWikiLink Enone.
- Luche_reduction wikiPageWikiLink Ethanol.
- Luche_reduction wikiPageWikiLink HSAB_theory.
- Luche_reduction wikiPageWikiLink Ketone.
- Luche_reduction wikiPageWikiLink Lanthanide.
- Luche_reduction wikiPageWikiLink Methanol.
- Luche_reduction wikiPageWikiLink Organic_redox_reaction.
- Luche_reduction wikiPageWikiLink Sodium_borohydride.
- Luche_reduction wikiPageWikiLink File:Luche-Reduktion.png.
- Luche_reduction wikiPageWikiLink File:Luche2.png.
- Luche_reduction wikiPageWikiLinkText "Luche reaction".
- Luche_reduction wikiPageWikiLinkText "Luche reduction".
- Luche_reduction wikiPageUsesTemplate Template:Reflist.
- Luche_reduction wikiPageUsesTemplate Template:Use_dmy_dates.
- Luche_reduction subject Category:Name_reactions.
- Luche_reduction subject Category:Organic_redox_reactions.
- Luche_reduction hypernym Reduction.
- Luche_reduction type Album.
- Luche_reduction type Eponym.
- Luche_reduction type Reaction.
- Luche_reduction comment "Luche reduction is the selective organic reduction of ketones to alcohols with lanthanoid chlorides, such as cerium(III) chloride, and sodium borohydride. The Luche reduction can be conducted chemoselectively toward ketone in the presence of aldehyde or toward α,β-unsaturated ketone in the presence of non-conjugated ketone.An enone forms an allylic alcohol in a 1,2-addition. Competing conjugate 1,4-addition is suppressed.".
- Luche_reduction label "Luche reduction".
- Luche_reduction sameAs Q378303.
- Luche_reduction sameAs Luche-Reduktion.
- Luche_reduction sameAs Reducción_de_Luche.
- Luche_reduction sameAs ルーシェ還元.
- Luche_reduction sameAs Luche-reductie.
- Luche_reduction sameAs m.03ycnyl.
- Luche_reduction sameAs Q378303.
- Luche_reduction sameAs Luche还原反应.
- Luche_reduction wasDerivedFrom Luche_reduction?oldid=702294542.
- Luche_reduction depiction Luche2.png.
- Luche_reduction isPrimaryTopicOf Luche_reduction.