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Carbonyl compounds, reductive

The zwitterion (6) can react with protic solvents to produce a variety of products. Reaction with water yields a transient hydroperoxy alcohol (10) that can dehydrate to a carboxyUc acid or spHt out H2O2 to form a carbonyl compound (aldehyde or ketone, R2CO). In alcohoHc media, the product is an isolable hydroperoxy ether (11) that can be hydrolyzed or reduced (with (CH O) or (CH2)2S) to a carbonyl compound. Reductive amination of (11) over Raney nickel produces amides and amines (64). Reaction of the zwitterion with a carboxyUc acid to form a hydroperoxy ester (12) is commercially important because it can be oxidized to other acids, RCOOH and R COOH. Reaction of zwitterion with HCN produces a-hydroxy nitriles that can be hydrolyzed to a-hydroxy carboxyUc acids. Carboxylates are obtained with H2O2/OH (65). The zwitterion can be reduced during the course of the reaction by tetracyanoethylene to produce its epoxide (66). [Pg.494]

One of the most gentle methods for the generation of reactive allylmetallic reagents was introduced in 1977 by Hiyama and Nozaki1,2,3,33. By the action of two equivalents of chromi-um(II) chloride on allylic halides in tetrahydrofuran at 0°C in the presence of a carbonyl compound, reductive coupling with the formation of a homoallylic alcohol takes place. [Pg.434]

The key features of the catalytic cycle are trapping of the radical generated after cycliza-tion by an a,P-unsaturated carbonyl compound, reduction of the enol radical to give an enolate, and subsequent protonation of the titanocene alkoxide and enolate. The diaster-eoselectivity observed is essentially the same as that achieved in the simple cyclization reaction. An important point is that the tandem reactions can be carried out with alkynes as radical acceptors. The trapping of the formed vinyl radical with unsaturated carbonyl compounds occurs with very high stereoselectivity, as shown in Scheme 12.21. [Pg.445]

Varma reported a facile and rapid method for the reduction of aldehydes and ketones to the respective alcohols, using alumina-supported sodium borohydride and microwave irradiation under solvent-free conditions. Aldehydes tend to react at room temperature, while for the reduction of ketones, short microwave irradiation of 30-180 s was applied to produce the corresponding alcohols in 62-92% yield. With unsaturated carbonyl compounds, reduction at the conjugated C=C bond might occur as a side reaction under these conditions (Scheme 4.9)26. [Pg.81]

Allenic Alder-ene reactions, characteristics, 10, 584 Allenic carbonyl compounds reductive cyclization, 10, 524 silver-catalyzed cycloisomerizations, 9, 559 Allenic carboxylic acids, silver-catalyzed cycloisomerizations, 9, 559... [Pg.49]

Dienyl carbonyl compounds, reductive cyclization, 10, 522 Dienyl complexes, with vanadium, 5, 49... [Pg.95]


See other pages where Carbonyl compounds, reductive is mentioned: [Pg.588]    [Pg.589]    [Pg.406]    [Pg.226]    [Pg.272]    [Pg.588]    [Pg.589]    [Pg.38]    [Pg.155]    [Pg.325]    [Pg.335]    [Pg.406]    [Pg.986]   


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1,2-diols reductive coupling of carbonyl compounds

Alcohols by reduction of carbonyl compounds

Alcohols by reduction of carbonyl compounds with

Alcohols carbonyl compounds reduction

Alcohols from Carbonyl Compounds Reduction

Alcohols from Reduction of Carbonyl Compounds

Alkali metals carbonyl compound reduction

Alkenes from carbonyl compounds by reductive

Alkenes reductive coupling with carbonyl compounds

Aluminum carbonyl compound reductions

Ammonium formate carbonyl compound reduction

Asymmetric reduction of carbonyl compounds

Biochemical reduction unsaturated carbonyl compounds

Borane carbonyl compound reduction

Boranes, trifluorodiethyl ether complex carbonyl compound reduction

By Reduction of Carbonyl Compounds

Carbonyl compounds Clemmensen reduction

Carbonyl compounds Wolff-Kishner reduction

Carbonyl compounds acid chlorides, reduction

Carbonyl compounds aliphatic, reduction

Carbonyl compounds aromatic, reduction

Carbonyl compounds asymmetric reduction

Carbonyl compounds enantiomeric reductions

Carbonyl compounds esters, reduction

Carbonyl compounds heteroaromatic, reduction

Carbonyl compounds hydride reduction

Carbonyl compounds metal hydride reduction

Carbonyl compounds reduction

Carbonyl compounds reduction

Carbonyl compounds reduction by sodium borohydride

Carbonyl compounds reduction to enolates

Carbonyl compounds reduction, asymmetric induction

Carbonyl compounds reductions, zinc-acetic acid

Carbonyl compounds reductive alkylation

Carbonyl compounds reductive amination

Carbonyl compounds reductive coupling

Carbonyl compounds reductive coupling reactions

Carbonyl compounds reductive coupling with activated alkenes

Carbonyl compounds reductive deoxygenation

Carbonyl compounds, a-halo reduction

Carbonyl compounds, a-halo reductive cleavage

Carbonyl compounds, from nitro reductive amination

Carbonyl compounds, reductive etherification

Carbonyl reduction

Carbonyl reduction chiral compound stereoselective synthesis

Catalysts carbonyl compound reduction

Conjugated carbonyl compounds, reduction with

Cyclohexene carbonyl compound reduction

Electrochemical reduction carbonyl compounds

Electrochemical reductive cleavage a-oxygenated carbonyl compounds

Electrophiles carbonyl compounds reduction

Enantioselective Reduction of Carbonyl Compounds

Enantioselectivity reduction, of carbonyl compounds

Enzymatic Asymmetric Reduction of Carbonyl Compounds

Hydride reagents carbonyl compound reduction

Hydrocarbons from carbonyl compound reduction

Hydrogenation carbonyl compound reduction

Ionic carbonyl compound reduction

Lewis acids carbonyl compound reduction

Limonene carbonyl compound reduction

Lithium aluminum hydride reduction, alcohols from, with carbonyl compounds

Lithium carbonyl compound reduction

One-Electron Reductions of Carbonyl Compounds and Esters Reductive Coupling

Organic carbonyl compounds, reductive

Organic carbonyl compounds, reductive amination

Oxidation and Reduction of Carbonyl Compounds

Oxidation-reduction reactions, carbonyl compounds

Preparation by Reduction of Carbonyl Compounds

Reduction a-substituted carbonyl compounds

Reduction carbonylation

Reduction of Carbonyl Compounds to Alkenes

Reduction of Carbonyl Compounds to Hydrocarbons

Reduction of Carbonyl Compounds with Aluminum Alkoxides

Reduction of Functionalized Carbonyl and Dicarbonyl Compounds

Reduction of Labeled Prochiral Carbonyl Compounds and Oximes

Reduction of Other Carbonyl Compounds

Reduction of a,/?-unsaturated carbonyl compounds

Reduction of a-Hydroxyimino Carbonyl Compounds

Reduction of carbonyl compounds

Reduction of o-B-unsaturated carbonyl compounds

Reduction of unsaturated carbonyl compounds

Reduction reactions carbonyl compounds

Reduction unsaturated carbonyl compounds

Reduction, azobenzenes carbonyl compounds

Reductions of Carbonyl Compounds to Alcohols

Reductive Alkylation of Ammonia with Carbonyl Compounds

Reductive Alkylation of Primary Amines with Carbonyl Compounds

Reductive Coupling of Carbonyl-Containing Compounds and Imines Using Reactive Manganese

Reductive N-Alkylation of Primary Amides with Carbonyl Compounds

Reductive amination of carbonyl compounds

Reductive amination of fluoro-carbonyl compounds

Reductive coupling of carbonyl compounds

Reductive dimerization of carbonyl compounds

Reductive of carbonyl compounds

Sodium borohydride carbonyl compound reduction

Sodium borohydride, reduction of carbonyl compounds

Sodium carbonyl compound reduction

Terminology for Reduction of Carbonyl Compounds

Topic 2.4. Polar Substituent Effects in Reduction of Carbonyl Compounds

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