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Catalysis in Asymmetric Synthesis.

By: Material type: TextTextSeries: New York Academy of Sciences SeriesPublisher: Newark : John Wiley & Sons, 2009Copyright date: ©2009Edition: 1st edDescription: 1 online resource (411 pages)Content type:
  • text
Media type:
  • computer
Carrier type:
  • online resource
ISBN:
  • 9780470741023
Subject(s): Genre/Form: Additional physical formats: Print version:: Catalysis in Asymmetric SynthesisLOC classification:
  • QD262 .C28 2009
Online resources:
Contents:
Intro -- Contents -- Preface to the Second Edition -- Preface to the First Edition -- 1 Introduction -- 1.1 Reactions Amenable to Asymmetric Catalysis -- 1.2 Assignment of (R) and (S) Stereochemical Descriptors -- Futher Reading -- References -- 2 Reduction of Alkenes -- 2.1 Asymmetric Hydrogenation with Rhodium Complexes -- 2.2 Asymmetric Hydrogenation with Ruthenium Catalysts -- 2.3 Alkene Hydrogenation with Titanium and Zirconium Catalysts -- 2.4 Alkene Hydrogenation with Iridium Catalysts -- 2.5 Alkene Hydrogenation with Organocatalysts -- 2.6 Alkene Hydrosilylation -- 2.7 Alkene Hydroboration -- 2.8 Hydroamination -- 2.9 Hydroformylation -- 2.10 Hydroacylation of Alkenes -- 2.11 Hydrocyanation of Alkenes -- References -- 3 Reduction of Ketones and Imines -- 3.1 Hydrogenation of Ketones -- 3.2 Hydrogenation and Transfer Hydrogenation of Imines and Related Compounds -- 3.3 Transfer Hydrogenation of Ketones -- 3.4 Heterogeneous Hydrogenation -- 3.5 Reduction of Ketones Using Enantioselective Borohydride Reagents -- 3.6 Hydrosilylation of Ketones -- 3.7 Hydrosilylation of Imines and Nitrones -- References -- 4 Epoxidation -- 4.1 Epoxidation of Allylic Alcohols -- 4.2 Epoxidation with Metal(salen) Complexes -- 4.3 Epoxidation Using Metal-Porphyrin-Based Catalysts -- 4.4 Other Metal-Catalysed Epoxidations of Unfunctionalised Olefins -- 4.5 Epoxidation of Electron-Deficient Alkenes -- 4.6 Epoxidation with Iminium Salts -- 4.7 Epoxidation with Ketone Catalysts -- 4.8 Epoxidation of Aldehydes -- 4.9 Aziridination of Alkenes -- 4.10 Aziridination of Imines -- References -- 5 Further Oxidation Reactions -- 5.1 Dihydroxylation -- 5.2 Aminohydroxylation -- 5.3 -Heterofunctionalisation of Aldehydes and Ketones -- 5.4 Oxidation of C-H -- 5.5 Baeyer-Villiger Oxidation -- 5.6 Oxidation of Sulfides -- References.
6 Nucleophilic Addition to Carbonyl Compounds -- 6.1 Addition of Organozincs to Carbonyl Compounds -- 6.2 Addition of Cyanide to Aldehydes and Ketones -- 6.3 Allylation of Aldehydes -- 6.4 Hydrophosphonylation of Aldehydes -- 6.5 Nucleophilic Additions to Imines -- References -- 7 The Aldol and Related Reactions -- 7.1 The Aldol Reaction -- 7.2 Isocyanide and Related Aldol Reactions -- 7.3 The Nitroaldol Reaction -- 7.4 Addition of Enolates to Imines -- 7.5 Darzens Condensation -- 7.6 Morita-Baylis-Hillman Reaction -- 7.7 Carbonyl-Ene Reactions -- References -- 8 Cycloadditions -- 8.1 Diels-Alder Reactions -- 8.2 Inverse Electron Demand Diels-Alder Reactions -- 8.3 Hetero-Diels-Alder Reactions -- 8.4 1,3-Dipolar Cycloaddition Reactions -- 8.5 [2+2] Cycloadditions -- 8.6 Pauson-Khand-Type Reactions -- References -- 9 Catalytic Reactions Involving Carbenes and Ylides -- 9.1 Cyclopropanation -- 9.2 Insertion Reactions -- 9.3 Asymmetric Ylide Reactions -- References -- 10 Catalytic Carbon-Carbon Bond-Forming Reactions -- 10.1 Cross-Coupling Reactions -- 10.2 Metal-Catalysed Allylic Substitution -- 10.3 Heck Reactions -- 10.4 Alkylmetalation of Alkenes -- References -- 11 Conjugate Addition Reactions -- 11.1 Conjugate Addition of Enolates -- 11.2 Conjugate Addition of Sulfur Nucleophiles -- 11.3 Conjugate Addition of Nonstabilised Nucleophiles -- 11.4 Conjugate Addition with Nitrogen-Based Nucleophiles and Electrophiles -- References -- 12 Further Catalytic Reactions -- 12.1 Isomerisations and Rearrangements -- 12.2 Deprotonation Reactions -- 12.3 Protonation Reactions -- 12.4 Alkylation and Allylation of Enolates -- 12.5 Formation of Alkenes -- 12.6 Oxyselenylation-Elimination Reactions -- 12.7 The Benzoin Condensation -- 12.8 Ester Formation and Hydrolysis -- 12.9 Ring-Opening of Epoxides -- References -- Index.
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Intro -- Contents -- Preface to the Second Edition -- Preface to the First Edition -- 1 Introduction -- 1.1 Reactions Amenable to Asymmetric Catalysis -- 1.2 Assignment of (R) and (S) Stereochemical Descriptors -- Futher Reading -- References -- 2 Reduction of Alkenes -- 2.1 Asymmetric Hydrogenation with Rhodium Complexes -- 2.2 Asymmetric Hydrogenation with Ruthenium Catalysts -- 2.3 Alkene Hydrogenation with Titanium and Zirconium Catalysts -- 2.4 Alkene Hydrogenation with Iridium Catalysts -- 2.5 Alkene Hydrogenation with Organocatalysts -- 2.6 Alkene Hydrosilylation -- 2.7 Alkene Hydroboration -- 2.8 Hydroamination -- 2.9 Hydroformylation -- 2.10 Hydroacylation of Alkenes -- 2.11 Hydrocyanation of Alkenes -- References -- 3 Reduction of Ketones and Imines -- 3.1 Hydrogenation of Ketones -- 3.2 Hydrogenation and Transfer Hydrogenation of Imines and Related Compounds -- 3.3 Transfer Hydrogenation of Ketones -- 3.4 Heterogeneous Hydrogenation -- 3.5 Reduction of Ketones Using Enantioselective Borohydride Reagents -- 3.6 Hydrosilylation of Ketones -- 3.7 Hydrosilylation of Imines and Nitrones -- References -- 4 Epoxidation -- 4.1 Epoxidation of Allylic Alcohols -- 4.2 Epoxidation with Metal(salen) Complexes -- 4.3 Epoxidation Using Metal-Porphyrin-Based Catalysts -- 4.4 Other Metal-Catalysed Epoxidations of Unfunctionalised Olefins -- 4.5 Epoxidation of Electron-Deficient Alkenes -- 4.6 Epoxidation with Iminium Salts -- 4.7 Epoxidation with Ketone Catalysts -- 4.8 Epoxidation of Aldehydes -- 4.9 Aziridination of Alkenes -- 4.10 Aziridination of Imines -- References -- 5 Further Oxidation Reactions -- 5.1 Dihydroxylation -- 5.2 Aminohydroxylation -- 5.3 -Heterofunctionalisation of Aldehydes and Ketones -- 5.4 Oxidation of C-H -- 5.5 Baeyer-Villiger Oxidation -- 5.6 Oxidation of Sulfides -- References.

6 Nucleophilic Addition to Carbonyl Compounds -- 6.1 Addition of Organozincs to Carbonyl Compounds -- 6.2 Addition of Cyanide to Aldehydes and Ketones -- 6.3 Allylation of Aldehydes -- 6.4 Hydrophosphonylation of Aldehydes -- 6.5 Nucleophilic Additions to Imines -- References -- 7 The Aldol and Related Reactions -- 7.1 The Aldol Reaction -- 7.2 Isocyanide and Related Aldol Reactions -- 7.3 The Nitroaldol Reaction -- 7.4 Addition of Enolates to Imines -- 7.5 Darzens Condensation -- 7.6 Morita-Baylis-Hillman Reaction -- 7.7 Carbonyl-Ene Reactions -- References -- 8 Cycloadditions -- 8.1 Diels-Alder Reactions -- 8.2 Inverse Electron Demand Diels-Alder Reactions -- 8.3 Hetero-Diels-Alder Reactions -- 8.4 1,3-Dipolar Cycloaddition Reactions -- 8.5 [2+2] Cycloadditions -- 8.6 Pauson-Khand-Type Reactions -- References -- 9 Catalytic Reactions Involving Carbenes and Ylides -- 9.1 Cyclopropanation -- 9.2 Insertion Reactions -- 9.3 Asymmetric Ylide Reactions -- References -- 10 Catalytic Carbon-Carbon Bond-Forming Reactions -- 10.1 Cross-Coupling Reactions -- 10.2 Metal-Catalysed Allylic Substitution -- 10.3 Heck Reactions -- 10.4 Alkylmetalation of Alkenes -- References -- 11 Conjugate Addition Reactions -- 11.1 Conjugate Addition of Enolates -- 11.2 Conjugate Addition of Sulfur Nucleophiles -- 11.3 Conjugate Addition of Nonstabilised Nucleophiles -- 11.4 Conjugate Addition with Nitrogen-Based Nucleophiles and Electrophiles -- References -- 12 Further Catalytic Reactions -- 12.1 Isomerisations and Rearrangements -- 12.2 Deprotonation Reactions -- 12.3 Protonation Reactions -- 12.4 Alkylation and Allylation of Enolates -- 12.5 Formation of Alkenes -- 12.6 Oxyselenylation-Elimination Reactions -- 12.7 The Benzoin Condensation -- 12.8 Ester Formation and Hydrolysis -- 12.9 Ring-Opening of Epoxides -- References -- Index.

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Electronic reproduction. Ann Arbor, Michigan : ProQuest Ebook Central, 2024. Available via World Wide Web. Access may be limited to ProQuest Ebook Central affiliated libraries.

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