Regio- and stereo-controlled oxidations and reductions / / edited by Stanley M. Roberts, John Whittall

• Pubblicazione: Chichester, England ; ; Hoboken, NJ, : John Wiley, c2007
• Descrizione fisica: 1 online resource (336 p.)
• Disciplina: 547/.23
• Soggetto topico: Oxidation; Reduction (Chemistry); Organic compounds - Synthesis; Catalysts
• Altri autori: RobertsStanley M WhittallJohn
• Note generali: Description based upon print version of record.
• Nota di bibliografia: Includes bibliographical references and index.
• Nota di contenuto: 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 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.
• Sommario/riassunto: 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
• Titolo autorizzato: Regio- and stereo-controlled oxidations and reductions
• ISBN: 1-281-03233-6; 9786611032333; 0-470-09024-3; 0-470-09023-5
• Formato: Materiale a stampa
• Livello bibliografico: Monografia
• Lingua di pubblicazione: Inglese
• Record Nr.: 9910876841603321
• Lo trovi qui: Univ. Federico II
• Serie: Catalysts for fine chemical synthesis ; ; v. 5.