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Record Nr. |
UNINA9910144722603321 |
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Titolo |
Regio- and stereo-controlled oxidations and reductions [[electronic resource] /] / edited by Stanley M. Roberts, John Whittall |
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Pubbl/distr/stampa |
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Chichester, England ; ; Hoboken, NJ, : John Wiley, c2007 |
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ISBN |
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1-281-03233-6 |
9786611032333 |
0-470-09024-3 |
0-470-09023-5 |
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Descrizione fisica |
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1 online resource (336 p.) |
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Collana |
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Catalysts for fine chemical synthesis ; ; v. 5 |
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Altri autori (Persone) |
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RobertsStanley M |
WhittallJohn |
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Disciplina |
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Soggetti |
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Oxidation |
Reduction (Chemistry) |
Organic compounds - Synthesis |
Catalysts |
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Lingua di pubblicazione |
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Formato |
Materiale a stampa |
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Livello bibliografico |
Monografia |
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Note generali |
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Description based upon print version of record. |
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Nota di bibliografia |
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Includes bibliographical references and index. |
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Nota di contenuto |
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Catalysts for Fine Chemical Synthesis; Contents; Series Preface.; Preface to Volume 5; Abbreviations; 1 Industrial Catalysts for Regio- or Stereo-Selective Oxidations and Reductions A Review of Key Technologies and Targets; 1.1 Introduction; 1.2 Reduction of Carbon-Carbon Double Bonds; 1.2.1 Privileged structures: a-amino acids and itaconic acids; 1.2.2 b-Amino acids; 1.2.3 a-Alkyl substituted acids; 1.2.4 a-Alkoxy substituted acids; 1.2.5 Unsaturated nitriles; 1.2.6 Alkenes and allyl alcohols; 1.2.7 a,b-Unsaturated aldehyde reduction.; 1.3 Ketone and Imine Reduction |
1.3.1 Catalytic hydrogenation of ketones and imines1.3.2 Asymmetric transfer hydrogenation (ATH) catalysts; 1.3.3 Modified borane reagents; 1.3.4 Biocatalysts (alcohol dehydrogenases and ketoreductases); 1.4 Oxidation; 1.4.1 Sharpless chiral epoxidation of allyl alcohols; 1.4.2 Dioxirane catalyzed epoxidation; 1.4.3 Amines and iminium salts; 1.4.4 Phase transfer catalysts; 1.4.5 The Julia ́-Colonna method (polyleucine |
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oxidation); 1.4.6 Organocatalytic alfa-hydroxylation of ketones; 1.4.7 Baeyer-Villiger oxidation.; 1.4.8 Chiral sulfoxides.; References |
2 Asymmetric Hydrogenation of Alkenes, Enones, Ene-Esters and Ene-Acids2.1 (S)-2,20-Bis{[di(4-methoxyphenyl)phosphinyl]oxy}-5,50,6,60,7,70,8,80-octahydro-1,10-binaphthyl as a ligand for rhodium-catalyzed asymmetric hydrogenation; 2.1.1 Synthesis of (S)-5,50,6,60,7,70,8,80-Octahydro-1,10-bi-2-naphthol; 2.1.2 Synthesis of (S)-2,20-Bis{[di(4-methoxyphenyl)phosphinyl]oxy}-5,50,6,60,7,70,8,80-octahydro-1,10-binaphthyl.; 2.1.3 Asymmetric hydrogenation of Dimethyl itaconate; Conclusion; References |
2.2 Synthesis and application of phosphinite oxazoline iridium complexes for the asymmetric hydrogenation of alkenes2.2.1 Synthesis of (4S,5S)-2-(5-Methyl-2-phenyl-4,5-dihydro-oxazol-4-yl)-1,3-diphenyl-propan-2-ol; 2.2.2 Synthesis of (4S,5S)-O-[1-Benzyl-1-(5-methyl-2-phenyl-4,5-dihydro-oxazol-4-yl)-2-phenyl-ethyl]-diphenylphosphinite; 2.2.3 Synthesis of (4S,5S)-[(Z4-1,5-Cyclooctadiene)-{2-(2-phenyl-5-methyl-4,5-dihydro-oxazol-4-yl)-1,3-diphenyl-2-diphenylphosphinite-propane}iridium(I)]-tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; 2.2.4 Asymmetric hydrogenation of trans-a-Methylstilbene |
Conclusion.References; 2.3 Synthesis and application of heterocyclic phosphine oxazoline (HetPHOX) iridium complexes for the asymmetric hydrogenation of alkenes; 2.3.3 Synthesis of (4S)-[(Z4-1,5-Cyclooctadiene)-{4-tert-butyl-2-(3-diphenylphosphino-thiophene-2-yl)-4,5-dihydrooxazole}iridium(I)]-tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; 2.3.4 Asymmetric hydrogenation of trans-a-Methylstilbene; Conclusion; 2.3.1 Synthesis of (4S)-tert-Butyl-2-(thiophene-2-yl)-4,5-dihydrooxazole; 2.3.2 Synthesis of (4S)-tert-Butyl-2-(3-diphenylphosphinothiophene-2-yl)-4,5-dihydrooxazole; References |
2.4 (R)-2,20,6,60-Tetramethoxy-bis[di(3,5-dimethylphenyl)phosphino]-3,30-bipyridine [(R)-Xyl-P-Phos] as a ligand for rhodiumcatalyzed asymmetric hydrogenation of a-dehydroamino acids. |
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Sommario/riassunto |
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Volume 5 in the Catalysts for Fine Chemical Synthesis series describes new procedures for the regio- and stereo-controlled transformations of compounds involving oxidation or reduction reactions. It describes a wide range of catalysts, including organometallic systems, biocatalysts and biomimetics. This volume also includes descriptions of a variety of conversions, including: Baeyer-Villiger oxidations; Epoxidation reactions; Hydroxylation reactions; Oxidation of alcohols to aldehydes, ketones and carboxylic acids; Reduction of ketones; and Reduction of alkenes including a, ß-unsaturate |
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