Asymmetric organo-metal catalysis : concepts, principles, and applications / / Liu-Zhu Gong
| Asymmetric organo-metal catalysis : concepts, principles, and applications / / Liu-Zhu Gong |
| Autore | Gong Liu-Zhu |
| Pubbl/distr/stampa | Weinheim, Germany : , : Wiley-VCH, , [2022] |
| Descrizione fisica | 1 online resource (347 pages) |
| Disciplina | 660.2995 |
| Soggetto topico | Catalysts |
| ISBN |
3-527-34594-9
3-527-34593-0 3-527-34596-5 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Cover -- Title Page -- Copyright -- Contents -- Preface -- Chapter 1 Why Is Organo/Metal Combined Catalysis Necessary? -- 1.1 Introduction -- 1.2 Early Stage of Organo/Metal Combined Catalysis and General Principles -- 1.3 Organo/Metal Cooperative Catalysis -- 1.3.1 Control of Stereochemistry -- 1.3.2 Cooperative Activation of Chemical Bonds -- 1.4 Organo/Metal Relay and Sequential Catalysis -- 1.5 Conclusion -- References -- Chapter 2 Metal/Phase‐Transfer Catalyst Combined Catalysis -- 2.1 Introduction -- 2.1.1 Early Racemic Examples: PTC and Transition Metal Co‐catalyzed Reactions -- 2.2 Asymmetric Metal/Phase‐Transfer Catalyst Combined Catalysis -- 2.2.1 Combination of Cationic PTC and Transition Metal in Asymmetric Catalysis -- 2.2.2 Combination of Anionic PTC and Transition Metal in Asymmetric Catalysis -- 2.3 Conclusion -- References -- Chapter 3 Enamine‐Metal Combined Catalysis -- 3.1 Introduction: Combined Enamine Activation and Metal Catalysis -- 3.2 Catalytic Asymmetric α‐Allylation of Carbonyls -- 3.2.1 Oxidative Addition‐Initiated Allylic Alkylation -- 3.2.2 Metal Hydride‐Initiated Allylic Alkylation -- 3.2.3 Lewis Acid‐Mediated SN1 or SN2 Reaction -- 3.3 Catalytic Asymmetric Substitution -- 3.4 Catalytic Asymmetric α‐Alkenylation, α‐Arylation, and α‐Trifluoromethylation of Carbonyl Compounds -- 3.5 Asymmetric Addition to Alkynes by Cooperative Catalysis with π‐Lewis Acids -- 3.6 Catalytic Asymmetric Propargylic Substitution Reaction of Carbonyl Compounds -- 3.7 Catalytic Asymmetric α‐Oxidation of Aldehydes -- 3.8 Relay Catalysis -- 3.8.1 Catalytic Asymmetric Cross Dehydrogenative Coupling -- 3.8.2 Transformation of Olefins -- 3.9 Conclusion -- References -- Chapter 4 Iminium and Metal Combined Catalysis -- 4.1 Introduction: Iminium Activation and Metal Combined Catalysis -- 4.2 Iminium Activation and Palladium Catalysis.
4.2.1 Enantioselective Conjugate Addition Reaction -- 4.2.2 Asymmetric [3+2] Cycloaddition Via Ring‐Opening Oxidative Addition -- 4.2.3 Asymmetric Michael Addition and Carbocyclization Cascade -- 4.2.4 Asymmetric Oxidative Cascade Reaction -- 4.3 Iminium Activation and Coinage Metal Catalysis -- 4.4 Iminium Activation and Other Metal Catalysis -- 4.5 Conclusion -- References -- Chapter 5 Brønsted Acid and Transition Metal Cooperative Catalysis -- 5.1 Introduction -- 5.2 Early Stage of Metal/Brønsted Acid Cooperative Catalysis -- 5.3 Metal Alkynylide‐Mediated Transformations -- 5.4 π‐Allyl‐Metal‐Mediated Transformation -- 5.5 Asymmetric Hydrogenation of C N Double Bond -- 5.6 Metal Carbene‐Mediated Transformations -- 5.7 π‐Lewis Acid Mediated Transformations -- 5.8 Summary and Outlook -- References -- Chapter 6 Metal‐Brønsted Acid Relay Catalysis -- 6.1 Introduction -- 6.2 π‐Lewis Acid‐Chiral Brønsted Acid Relay Catalysis -- 6.2.1 Hydroamination‐Initiated Cascade Reaction -- 6.2.2 Hydroalkoxylation Mediated Relay Catalysis -- 6.2.3 Hydrosiloxylation Mediated Relay Catalysis -- 6.2.4 Relay Catalysis Involving the Addition of Nitrone or Nitro Group to Alkynes -- 6.2.5 Relay Catalysis Involving the Addition of Carbon Nucleophiles to Alkynes -- 6.3 Metal/Brønsted Acid Relay Catalysis Involving Alkene Metathesis -- 6.4 Metal/Brønsted Acid Relay Catalysis Involving Alkene Isomerization -- 6.5 Metal/Brønsted Acid Relay Catalysis Involving Hydrogenation -- 6.6 Palladium/Brønsted Acid Relay Catalytic Asymmetric Allylation of Carbonyls -- 6.7 Metal/Brønsted Acid Relay Catalysis Involving Hydroformylation -- 6.8 Metal/Brønsted Acid Relay Catalysis Involving Metal Carbene Formation -- 6.8.1 Cascade Metal Carbene Formation and Asymmetric Protonation -- 6.8.2 Multiple Cascade Reaction Initiated with Metal Carbene. 6.9 Lewis Acid/Chiral Brønsted Acid Relay Catalysis -- 6.10 Miscellaneous -- 6.11 Summary and Outlook -- References -- Chapter 7 Lewis Base-Lewis Acid Cooperative Catalysis -- 7.1 Introduction: Combined Lewis Base and Lewis Acid Activations -- 7.1.1 Early Examples in Lewis Base-Lewis Acid Cooperative Catalysis -- 7.2 Asymmetric Reactions Driven by Tertiary Amine‐Mediated Ammonium Enolates -- 7.2.1 Asymmetric Baylis-Hillman Reactions -- 7.2.2 Asymmetric [2+2] Reactions -- 7.2.3 Asymmetric [4+2] Reactions -- 7.2.4 Asymmetric α‐Functionalization of Carbonyl Compounds -- 7.3 Asymmetric Reactions Driven by NHC‐Mediated Homoenolates -- 7.3.1 Asymmetric Annulation Reactions -- 7.3.2 Asymmetric β‐Protonation Reactions -- 7.3.3 Asymmetric Kinetic Resolutions -- 7.4 Asymmetric Reactions Driven by NHC‐Mediated Azolium Enolates -- 7.5 Asymmetric Reactions Driven by Ammonium Salts -- 7.6 Asymmetric Reactions Driven by NHC‐Mediated α,β‐Unsaturated Acyl Azoliums -- 7.6.1 Asymmetric [3+3] Reactions -- 7.6.2 Asymmetric Cascade Reactions -- 7.6.3 Asymmetric Kinetic Resolutions -- 7.7 Conclusion -- References -- Chapter 8 Lewis Base‐Transition Metal Cooperative Catalysis -- 8.1 Introduction -- 8.2 Phosphine and Transition Metal Cooperative Catalysis -- 8.3 N‐Heterocyclic Carbene and Transition Metal Cooperative Catalysis -- 8.3.1 π‐Allyl Metal Mediated Transformations -- 8.3.2 Alkynyl‐metal Mediated Transformations -- 8.3.3 Metal‐allenylidene Mediated Transformations -- 8.4 Tertiary Amine and Transition Metal Cooperative Catalysis -- 8.4.1 π‐Allyl Metal Mediated Transformations -- 8.4.2 π‐Benzyl‐metal Mediated Transformations -- 8.4.3 Metal‐allenylidene Mediated Transformations -- 8.4.4 Other Transition Metal Mediated Transformations -- 8.5 Conclusions -- References -- Chapter 9 Chiral Organocatalyst Combined with Transition Metal Based Photoredox Catalyst. 9.1 Introduction -- 9.2 Covalent‐Based Organocatalytic Activation in Combination with Transition Metal‐Based Photoredox Catalyst -- 9.2.1 Chiral Amine/Photoredox Combined Catalysis -- 9.3 Photoredox‐Mediated SOMO Catalysis -- 9.4 Nucleophilic Organocatalyst in Combination with Photoredox Catalyst -- 9.5 Noncovalent‐Based Organocatalytic Activation in Combination with Transition Metal‐Based Photoredox Catalyst -- 9.5.1 Chiral Phosphate/Photoredox Combined Catalysis -- 9.6 Asymmetric Ion‐Pair/Photoredox Combined Catalysis -- 9.7 Summary and Outlook -- References -- Chapter 10 Applications in Organic Synthesis -- 10.1 Introduction -- 10.2 Applications of Chiral Phosphoric Acid‐Metal Cooperative Catalysis -- 10.3 Application of Transition Metal Catalysis Combined with Secondary Amine Catalysis -- 10.4 Application of Photocatalysis Combined with Organocatalysis -- 10.5 Application of Lewis Base-Lewis Acid Cooperative Catalysis -- 10.6 Application of Lewis Base-Transition Metal Relay Catalysis -- 10.7 Application of Metal‐Brønsted Acid Relay Catalysis -- 10.8 Conclusion -- References -- Index -- EULA. |
| Record Nr. | UNINA-9910555015803321 |
Gong Liu-Zhu
|
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| Weinheim, Germany : , : Wiley-VCH, , [2022] | ||
| Lo trovi qui: Univ. Federico II | ||
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Asymmetric organo-metal catalysis : concepts, principles, and applications / / Liu-Zhu Gong
| Asymmetric organo-metal catalysis : concepts, principles, and applications / / Liu-Zhu Gong |
| Autore | Gong Liu-Zhu |
| Pubbl/distr/stampa | Weinheim, Germany : , : Wiley-VCH, , [2022] |
| Descrizione fisica | 1 online resource (347 pages) |
| Disciplina | 660.2995 |
| Soggetto topico | Catalysts |
| ISBN |
3-527-34594-9
3-527-34593-0 3-527-34596-5 |
| Formato | Materiale a stampa |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione | eng |
| Nota di contenuto |
Cover -- Title Page -- Copyright -- Contents -- Preface -- Chapter 1 Why Is Organo/Metal Combined Catalysis Necessary? -- 1.1 Introduction -- 1.2 Early Stage of Organo/Metal Combined Catalysis and General Principles -- 1.3 Organo/Metal Cooperative Catalysis -- 1.3.1 Control of Stereochemistry -- 1.3.2 Cooperative Activation of Chemical Bonds -- 1.4 Organo/Metal Relay and Sequential Catalysis -- 1.5 Conclusion -- References -- Chapter 2 Metal/Phase‐Transfer Catalyst Combined Catalysis -- 2.1 Introduction -- 2.1.1 Early Racemic Examples: PTC and Transition Metal Co‐catalyzed Reactions -- 2.2 Asymmetric Metal/Phase‐Transfer Catalyst Combined Catalysis -- 2.2.1 Combination of Cationic PTC and Transition Metal in Asymmetric Catalysis -- 2.2.2 Combination of Anionic PTC and Transition Metal in Asymmetric Catalysis -- 2.3 Conclusion -- References -- Chapter 3 Enamine‐Metal Combined Catalysis -- 3.1 Introduction: Combined Enamine Activation and Metal Catalysis -- 3.2 Catalytic Asymmetric α‐Allylation of Carbonyls -- 3.2.1 Oxidative Addition‐Initiated Allylic Alkylation -- 3.2.2 Metal Hydride‐Initiated Allylic Alkylation -- 3.2.3 Lewis Acid‐Mediated SN1 or SN2 Reaction -- 3.3 Catalytic Asymmetric Substitution -- 3.4 Catalytic Asymmetric α‐Alkenylation, α‐Arylation, and α‐Trifluoromethylation of Carbonyl Compounds -- 3.5 Asymmetric Addition to Alkynes by Cooperative Catalysis with π‐Lewis Acids -- 3.6 Catalytic Asymmetric Propargylic Substitution Reaction of Carbonyl Compounds -- 3.7 Catalytic Asymmetric α‐Oxidation of Aldehydes -- 3.8 Relay Catalysis -- 3.8.1 Catalytic Asymmetric Cross Dehydrogenative Coupling -- 3.8.2 Transformation of Olefins -- 3.9 Conclusion -- References -- Chapter 4 Iminium and Metal Combined Catalysis -- 4.1 Introduction: Iminium Activation and Metal Combined Catalysis -- 4.2 Iminium Activation and Palladium Catalysis.
4.2.1 Enantioselective Conjugate Addition Reaction -- 4.2.2 Asymmetric [3+2] Cycloaddition Via Ring‐Opening Oxidative Addition -- 4.2.3 Asymmetric Michael Addition and Carbocyclization Cascade -- 4.2.4 Asymmetric Oxidative Cascade Reaction -- 4.3 Iminium Activation and Coinage Metal Catalysis -- 4.4 Iminium Activation and Other Metal Catalysis -- 4.5 Conclusion -- References -- Chapter 5 Brønsted Acid and Transition Metal Cooperative Catalysis -- 5.1 Introduction -- 5.2 Early Stage of Metal/Brønsted Acid Cooperative Catalysis -- 5.3 Metal Alkynylide‐Mediated Transformations -- 5.4 π‐Allyl‐Metal‐Mediated Transformation -- 5.5 Asymmetric Hydrogenation of C N Double Bond -- 5.6 Metal Carbene‐Mediated Transformations -- 5.7 π‐Lewis Acid Mediated Transformations -- 5.8 Summary and Outlook -- References -- Chapter 6 Metal‐Brønsted Acid Relay Catalysis -- 6.1 Introduction -- 6.2 π‐Lewis Acid‐Chiral Brønsted Acid Relay Catalysis -- 6.2.1 Hydroamination‐Initiated Cascade Reaction -- 6.2.2 Hydroalkoxylation Mediated Relay Catalysis -- 6.2.3 Hydrosiloxylation Mediated Relay Catalysis -- 6.2.4 Relay Catalysis Involving the Addition of Nitrone or Nitro Group to Alkynes -- 6.2.5 Relay Catalysis Involving the Addition of Carbon Nucleophiles to Alkynes -- 6.3 Metal/Brønsted Acid Relay Catalysis Involving Alkene Metathesis -- 6.4 Metal/Brønsted Acid Relay Catalysis Involving Alkene Isomerization -- 6.5 Metal/Brønsted Acid Relay Catalysis Involving Hydrogenation -- 6.6 Palladium/Brønsted Acid Relay Catalytic Asymmetric Allylation of Carbonyls -- 6.7 Metal/Brønsted Acid Relay Catalysis Involving Hydroformylation -- 6.8 Metal/Brønsted Acid Relay Catalysis Involving Metal Carbene Formation -- 6.8.1 Cascade Metal Carbene Formation and Asymmetric Protonation -- 6.8.2 Multiple Cascade Reaction Initiated with Metal Carbene. 6.9 Lewis Acid/Chiral Brønsted Acid Relay Catalysis -- 6.10 Miscellaneous -- 6.11 Summary and Outlook -- References -- Chapter 7 Lewis Base-Lewis Acid Cooperative Catalysis -- 7.1 Introduction: Combined Lewis Base and Lewis Acid Activations -- 7.1.1 Early Examples in Lewis Base-Lewis Acid Cooperative Catalysis -- 7.2 Asymmetric Reactions Driven by Tertiary Amine‐Mediated Ammonium Enolates -- 7.2.1 Asymmetric Baylis-Hillman Reactions -- 7.2.2 Asymmetric [2+2] Reactions -- 7.2.3 Asymmetric [4+2] Reactions -- 7.2.4 Asymmetric α‐Functionalization of Carbonyl Compounds -- 7.3 Asymmetric Reactions Driven by NHC‐Mediated Homoenolates -- 7.3.1 Asymmetric Annulation Reactions -- 7.3.2 Asymmetric β‐Protonation Reactions -- 7.3.3 Asymmetric Kinetic Resolutions -- 7.4 Asymmetric Reactions Driven by NHC‐Mediated Azolium Enolates -- 7.5 Asymmetric Reactions Driven by Ammonium Salts -- 7.6 Asymmetric Reactions Driven by NHC‐Mediated α,β‐Unsaturated Acyl Azoliums -- 7.6.1 Asymmetric [3+3] Reactions -- 7.6.2 Asymmetric Cascade Reactions -- 7.6.3 Asymmetric Kinetic Resolutions -- 7.7 Conclusion -- References -- Chapter 8 Lewis Base‐Transition Metal Cooperative Catalysis -- 8.1 Introduction -- 8.2 Phosphine and Transition Metal Cooperative Catalysis -- 8.3 N‐Heterocyclic Carbene and Transition Metal Cooperative Catalysis -- 8.3.1 π‐Allyl Metal Mediated Transformations -- 8.3.2 Alkynyl‐metal Mediated Transformations -- 8.3.3 Metal‐allenylidene Mediated Transformations -- 8.4 Tertiary Amine and Transition Metal Cooperative Catalysis -- 8.4.1 π‐Allyl Metal Mediated Transformations -- 8.4.2 π‐Benzyl‐metal Mediated Transformations -- 8.4.3 Metal‐allenylidene Mediated Transformations -- 8.4.4 Other Transition Metal Mediated Transformations -- 8.5 Conclusions -- References -- Chapter 9 Chiral Organocatalyst Combined with Transition Metal Based Photoredox Catalyst. 9.1 Introduction -- 9.2 Covalent‐Based Organocatalytic Activation in Combination with Transition Metal‐Based Photoredox Catalyst -- 9.2.1 Chiral Amine/Photoredox Combined Catalysis -- 9.3 Photoredox‐Mediated SOMO Catalysis -- 9.4 Nucleophilic Organocatalyst in Combination with Photoredox Catalyst -- 9.5 Noncovalent‐Based Organocatalytic Activation in Combination with Transition Metal‐Based Photoredox Catalyst -- 9.5.1 Chiral Phosphate/Photoredox Combined Catalysis -- 9.6 Asymmetric Ion‐Pair/Photoredox Combined Catalysis -- 9.7 Summary and Outlook -- References -- Chapter 10 Applications in Organic Synthesis -- 10.1 Introduction -- 10.2 Applications of Chiral Phosphoric Acid‐Metal Cooperative Catalysis -- 10.3 Application of Transition Metal Catalysis Combined with Secondary Amine Catalysis -- 10.4 Application of Photocatalysis Combined with Organocatalysis -- 10.5 Application of Lewis Base-Lewis Acid Cooperative Catalysis -- 10.6 Application of Lewis Base-Transition Metal Relay Catalysis -- 10.7 Application of Metal‐Brønsted Acid Relay Catalysis -- 10.8 Conclusion -- References -- Index -- EULA. |
| Record Nr. | UNINA-9910830596203321 |
Gong Liu-Zhu
|
||
| Weinheim, Germany : , : Wiley-VCH, , [2022] | ||
| Lo trovi qui: Univ. Federico II | ||
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