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Redox biocatalysis [[electronic resource] ] : fundamentals and applications / / Daniela Gamenara ... [et al.]
Redox biocatalysis [[electronic resource] ] : fundamentals and applications / / Daniela Gamenara ... [et al.]
Pubbl/distr/stampa Hoboken, N.J., : Wiley, 2012
Descrizione fisica 1 online resource (549 p.)
Disciplina 660.6/34
Altri autori (Persone) GamenaraDaniela <1964->
Soggetto topico Environmental chemistry - Industrial applications
Environmental chemistry
Enzymes
Oxidation-reduction reaction
ISBN 1-118-40932-9
1-283-64617-X
1-118-40934-5
1-118-40929-9
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto REDOX BIOCATALYSIS; CONTENTS; PREFACE; 1. Enzymes Involved in Redox Reactions: Natural Sources and Mechanistic Overview; 1.1 Motivation: Green Chemistry and Biocatalysis; 1.2 Sources of Biocatalysts; 1.2.1 Plants and Animals as Sources of Redox Biocatalysts; 1.2.2 Wild-Type Microorganisms; 1.2.2.1 Yeasts; 1.2.2.2 Fungi; 1.2.2.3 Bacteria; 1.2.3 Metagenomic Assessments; 1.3 Overview of Redox Enzymes; 1.3.1 Dehydrogenases; 1.3.1.1 Zn-Dependent Dehydrogenases; 1.3.1.2 Flavin-Dependent Dehydrogenases; 1.3.1.3 Pterin-Dependent Dehydrogenases; 1.3.1.4 Quinoprotein Dehydrogenases
1.3.1.5 Dehydrogenases without Prosthetic Group1.3.2 Oxygenases; 1.3.2.1 Monooxygenases; 1.3.2.2 Dioxygenases; 1.3.3 Oxidases; 1.3.3.1 Iron-Containing Oxidases; 1.3.3.2 Copper-Containing Oxidases; 1.3.3.3 Flavin-Dependent Oxidases; 1.3.4 Peroxidases; 1.4 Concluding Remarks; References; 2. Natural Cofactors and Their Regeneration Strategies; 2.1 Types of Natural Cofactors-Mechanisms; 2.2 Cofactor Regeneration; 2.2.1 Enzymatic Regeneration of Reduced Cofactors; 2.2.1.1 Substrate-Assisted Method; 2.2.1.2 Enzyme-Assisted Method; 2.2.2 Enzymatic Regeneration of Oxidized Cofactors
2.2.3 Chemical Regeneration of Cofactors2.2.4 Electrochemical Regeneration of Cofactors; 2.2.5 Photochemical Regeneration of Cofactors; 2.3 Concluding Remarks; References; 3. Reactions Involving Dehydrogenases; 3.1 General Considerations; 3.2 Reduction of Carbonyl Groups; 3.2.1 Reduction of Aliphatic and Aromatic Ketones; 3.2.2 Reduction of α- and β-keto Esters and Derivatives; 3.2.3 Reduction of Diketones; 3.2.4 Reduction of Aldehydes; 3.3 Racemization and Deracemization Reactions; 3.4 Preparation of Amines; 3.5 Reduction of C-C Double Bonds; 3.6 Oxidation Reactions
3.7 Dehydrogenase-Catalyzed Redox Reactions in Natural Products3.8 Concluding Remarks; References; 4. Reactions Involving Oxygenases; 4.1 Monooxygenase-Catalyzed Reactions; 4.1.1 Hydroxylation of Aliphatic Compounds; 4.1.2 Hydroxylation of Aromatic Compounds; 4.1.3 Baeyer-Villiger Reactions; 4.1.3.1 Classification and Metabolic Role of BVMOs; 4.1.3.2 Isolated Enzymes versus Whole-Cell Systems (Wild-Type and Recombinant Microorganisms); 4.1.3.3 Substrate Profile of Available Baeyer-Villiger Monooxygenases; 4.1.3.4 Synthetic Applications of BVMOs; 4.1.4 Epoxidation of Alkenes
4.2 Dioxygenase-Catalyzed Reactions4.2.1 Aromatic Dioxygenases; 4.2.1.1 Dihydroxylation of Aromatic Compounds; 4.2.1.2 Other Oxidation Reactions Performed by Aromatic Dioxygenases; 4.2.2 Miscellaneous Dioxygenases; 4.2.2.1 Lipoxygenase; 4.3 Concluding Remarks; References; 5. Reactions Involving Oxidases and Peroxidases; 5.1 Oxidase-Catalyzed Reactions; 5.1.1 Oxidases Acting on C-O Bonds; 5.1.1.1 Galactose Oxidase; 5.1.1.2 Pyranose Oxidase; 5.1.1.3 Alcohol Oxidase; 5.1.1.4 Glucose Oxidase; 5.1.1.5 Glycolate Oxidase; 5.1.2 Laccases and Tyrosinases (Phenol Oxidases); 5.1.2.1 Laccase
5.1.2.2 Tyrosinase and Other Polyphenol Oxidases
Record Nr. UNINA-9910141395103321
Hoboken, N.J., : Wiley, 2012
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
Redox biocatalysis [[electronic resource] ] : fundamentals and applications / / Daniela Gamenara ... [et al.]
Redox biocatalysis [[electronic resource] ] : fundamentals and applications / / Daniela Gamenara ... [et al.]
Edizione [1st ed.]
Pubbl/distr/stampa Hoboken, N.J., : Wiley, 2012
Descrizione fisica 1 online resource (549 p.)
Disciplina 660.6/34
Altri autori (Persone) GamenaraDaniela <1964->
Soggetto topico Environmental chemistry - Industrial applications
Environmental chemistry
Enzymes
Oxidation-reduction reaction
ISBN 1-118-40932-9
1-283-64617-X
1-118-40934-5
1-118-40929-9
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto REDOX BIOCATALYSIS; CONTENTS; PREFACE; 1. Enzymes Involved in Redox Reactions: Natural Sources and Mechanistic Overview; 1.1 Motivation: Green Chemistry and Biocatalysis; 1.2 Sources of Biocatalysts; 1.2.1 Plants and Animals as Sources of Redox Biocatalysts; 1.2.2 Wild-Type Microorganisms; 1.2.2.1 Yeasts; 1.2.2.2 Fungi; 1.2.2.3 Bacteria; 1.2.3 Metagenomic Assessments; 1.3 Overview of Redox Enzymes; 1.3.1 Dehydrogenases; 1.3.1.1 Zn-Dependent Dehydrogenases; 1.3.1.2 Flavin-Dependent Dehydrogenases; 1.3.1.3 Pterin-Dependent Dehydrogenases; 1.3.1.4 Quinoprotein Dehydrogenases
1.3.1.5 Dehydrogenases without Prosthetic Group1.3.2 Oxygenases; 1.3.2.1 Monooxygenases; 1.3.2.2 Dioxygenases; 1.3.3 Oxidases; 1.3.3.1 Iron-Containing Oxidases; 1.3.3.2 Copper-Containing Oxidases; 1.3.3.3 Flavin-Dependent Oxidases; 1.3.4 Peroxidases; 1.4 Concluding Remarks; References; 2. Natural Cofactors and Their Regeneration Strategies; 2.1 Types of Natural Cofactors-Mechanisms; 2.2 Cofactor Regeneration; 2.2.1 Enzymatic Regeneration of Reduced Cofactors; 2.2.1.1 Substrate-Assisted Method; 2.2.1.2 Enzyme-Assisted Method; 2.2.2 Enzymatic Regeneration of Oxidized Cofactors
2.2.3 Chemical Regeneration of Cofactors2.2.4 Electrochemical Regeneration of Cofactors; 2.2.5 Photochemical Regeneration of Cofactors; 2.3 Concluding Remarks; References; 3. Reactions Involving Dehydrogenases; 3.1 General Considerations; 3.2 Reduction of Carbonyl Groups; 3.2.1 Reduction of Aliphatic and Aromatic Ketones; 3.2.2 Reduction of α- and β-keto Esters and Derivatives; 3.2.3 Reduction of Diketones; 3.2.4 Reduction of Aldehydes; 3.3 Racemization and Deracemization Reactions; 3.4 Preparation of Amines; 3.5 Reduction of C-C Double Bonds; 3.6 Oxidation Reactions
3.7 Dehydrogenase-Catalyzed Redox Reactions in Natural Products3.8 Concluding Remarks; References; 4. Reactions Involving Oxygenases; 4.1 Monooxygenase-Catalyzed Reactions; 4.1.1 Hydroxylation of Aliphatic Compounds; 4.1.2 Hydroxylation of Aromatic Compounds; 4.1.3 Baeyer-Villiger Reactions; 4.1.3.1 Classification and Metabolic Role of BVMOs; 4.1.3.2 Isolated Enzymes versus Whole-Cell Systems (Wild-Type and Recombinant Microorganisms); 4.1.3.3 Substrate Profile of Available Baeyer-Villiger Monooxygenases; 4.1.3.4 Synthetic Applications of BVMOs; 4.1.4 Epoxidation of Alkenes
4.2 Dioxygenase-Catalyzed Reactions4.2.1 Aromatic Dioxygenases; 4.2.1.1 Dihydroxylation of Aromatic Compounds; 4.2.1.2 Other Oxidation Reactions Performed by Aromatic Dioxygenases; 4.2.2 Miscellaneous Dioxygenases; 4.2.2.1 Lipoxygenase; 4.3 Concluding Remarks; References; 5. Reactions Involving Oxidases and Peroxidases; 5.1 Oxidase-Catalyzed Reactions; 5.1.1 Oxidases Acting on C-O Bonds; 5.1.1.1 Galactose Oxidase; 5.1.1.2 Pyranose Oxidase; 5.1.1.3 Alcohol Oxidase; 5.1.1.4 Glucose Oxidase; 5.1.1.5 Glycolate Oxidase; 5.1.2 Laccases and Tyrosinases (Phenol Oxidases); 5.1.2.1 Laccase
5.1.2.2 Tyrosinase and Other Polyphenol Oxidases
Record Nr. UNINA-9910828619203321
Hoboken, N.J., : Wiley, 2012
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
The role of green chemistry in biomass processing and conversion / edited by Haibo Xie, Nick Gathergood
The role of green chemistry in biomass processing and conversion / edited by Haibo Xie, Nick Gathergood
Pubbl/distr/stampa Hoboken, N.J. : Wiley, c2013
Descrizione fisica xvii, 475 p. : ill. ; 25 cm
Disciplina 333.9539
Altri autori (Persone) Xie, Haibo, 1978-
Gathergood, Nick, 1972-
Soggetto topico Environmental chemistry - Industrial applications
Biomass energy
ISBN 9780470644102
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Record Nr. UNISALENTO-991002003289707536
Hoboken, N.J. : Wiley, c2013
Materiale a stampa
Lo trovi qui: Univ. del Salento
Opac: Controlla la disponibilità qui
The role of green chemistry in biomass processing and conversion [[electronic resource] /] / edited by Haibo Xie, Nick Gathergood
The role of green chemistry in biomass processing and conversion [[electronic resource] /] / edited by Haibo Xie, Nick Gathergood
Pubbl/distr/stampa Hoboken, N.J., : Wiley, c2013
Descrizione fisica xvii, 475 p. : ill
Disciplina 333.95/39
Altri autori (Persone) XieHaibo <1978->
GathergoodNick <1972->
Soggetto topico Environmental chemistry - Industrial applications
Biomass energy
ISBN 1-118-44942-8
1-283-80418-2
1-118-44940-1
1-118-44941-X
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto Introduction of biomass and biorefineries / Birgit Kamm -- Recent advances in green chemistry / Nicholas Gathergood -- Biorefinery with ionic liquids / Nicholas Gathergood -- Biorefinery with water / Thomas E. Amidon -- Supercritical CO2 as an environmentally benign medium for biorefinery / Emily Sin -- Dissolution and application of cellulose in NaOH/Urea aqueous solution / Jiangjiang Duan -- Organosolv biorefining platform for producing chemicals, cuels, and materials from lignocellulose / Xuejun Pan -- Pyrolysis oils from biomass and their pgrading / Dimitris S. Argyropoulos -- Microwave technology for lignocellulosic biorefinery / Tomohiko Mitani -- Biorefinery with microbes / Zongbao K. Zhao -- Heterogeneous catalysts for biomass conversion / Tao Zhang -- Catalytic conversion of glycerol / Nicholas Gathergood -- Ultrasonics for enhanced fluid biofuel production / Melissa Montalbo-Lomboy -- Advanced membrane technology for products separation in biorefinery / Weihui Bi -- Assessment of the ecotoxicological and environmental effects of biorefineries / Henner Hollert.
Record Nr. UNINA-9910208837303321
Hoboken, N.J., : Wiley, c2013
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
The role of green chemistry in biomass processing and conversion [[electronic resource] /] / edited by Haibo Xie, Nick Gathergood
The role of green chemistry in biomass processing and conversion [[electronic resource] /] / edited by Haibo Xie, Nick Gathergood
Pubbl/distr/stampa Hoboken, N.J., : Wiley, c2013
Descrizione fisica xvii, 475 p. : ill
Disciplina 333.95/39
Altri autori (Persone) XieHaibo <1978->
GathergoodNick <1972->
Soggetto topico Environmental chemistry - Industrial applications
Biomass energy
ISBN 1-118-44942-8
1-283-80418-2
1-118-44940-1
1-118-44941-X
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto Introduction of biomass and biorefineries / Birgit Kamm -- Recent advances in green chemistry / Nicholas Gathergood -- Biorefinery with ionic liquids / Nicholas Gathergood -- Biorefinery with water / Thomas E. Amidon -- Supercritical CO2 as an environmentally benign medium for biorefinery / Emily Sin -- Dissolution and application of cellulose in NaOH/Urea aqueous solution / Jiangjiang Duan -- Organosolv biorefining platform for producing chemicals, cuels, and materials from lignocellulose / Xuejun Pan -- Pyrolysis oils from biomass and their pgrading / Dimitris S. Argyropoulos -- Microwave technology for lignocellulosic biorefinery / Tomohiko Mitani -- Biorefinery with microbes / Zongbao K. Zhao -- Heterogeneous catalysts for biomass conversion / Tao Zhang -- Catalytic conversion of glycerol / Nicholas Gathergood -- Ultrasonics for enhanced fluid biofuel production / Melissa Montalbo-Lomboy -- Advanced membrane technology for products separation in biorefinery / Weihui Bi -- Assessment of the ecotoxicological and environmental effects of biorefineries / Henner Hollert.
Record Nr. UNINA-9910816226103321
Hoboken, N.J., : Wiley, c2013
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
Surfactants from renewable resources [[electronic resource] /] / edited by Mikael Kjellin, Ingegard Johansson
Surfactants from renewable resources [[electronic resource] /] / edited by Mikael Kjellin, Ingegard Johansson
Pubbl/distr/stampa Chichester, West Sussex, : Wiley, 2010
Descrizione fisica 1 online resource (342 p.)
Disciplina 668.1
668/.1
Altri autori (Persone) KjellinMikael
JohanssonIngegärd
Collana Wiley Series in Renewable Resource
Soggetto topico Surface active agents
Environmental chemistry - Industrial applications
ISBN 1-282-49150-4
9786612491504
1-61344-186-X
0-470-68660-X
0-470-68661-8
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto Surfactants from Renewable Resources; Contents; Series Preface; Preface; Acknowledgements; List of Contributors; Part 1 Renewable Hydrophobes; 1 Surfactants Based on Natural Fatty Acids; 1.1 Introduction and History; 1.2 Fats and Oils as Raw Materials; 1.3 Fatty Acid Soaps; 1.4 Polyethylene Glycol Fatty Acid Esters; 1.5 Polyglycerol Fatty Acid Esters; 1.6 Conclusions; References; 2 Nitrogen Derivatives of Natural Fats and Oils; 2.1 Introduction; 2.2 Manufacture of Fatty Nitrogen Derivatives; 2.3 Production Data; 2.4 Ecological Aspects; 2.5 Biodegradation
2.6 Properties of Nitrogen-Based Surfactants2.7 Applications; 2.8 Conclusions; References; 3 Surface-Active Compounds as Forest-Industry By-Products; 3.1 Introduction; 3.2 Resin and Fatty Acids; 3.3 Sterols and Sterol Ethoxylates; 3.4 Hemicelluloses; Acknowledgements; References; Part 2 Renewable Hydrophiles; 4 Surfactants Based on Carbohydrates and Proteins for Consumer Products and Technical Applications; 4.1 Introduction; 4.2 Raw Materials; 4.3 Products and Applications; 4.4 Conclusion; Acknowledgements; References
5 Amino Acids, Lactic Acid and Ascorbic Acid as Raw Materials for Biocompatible Surfactants5.1 Introduction; 5.2 Production of Raw Materials; 5.3 Lysine-Based Surfactants; 5.4 Lactic Acid-Based Surfactants; 5.5 Ascorbic Acid-Based Surfactants; References; Part 3 New Ways of Making Renewable Building Blocks; 6 Ethylene from Renewable Resources; 6.1 Introduction; 6.2 Why Produce Ethylene from Renewable Resources?; 6.3 Production of Ethylene from Renewable Feedstock; 6.4 Commercialization of Bioethylene; 6.5 Environmental Impact of Bioethylene; 6.6 Certificate of Green Carbon Content
6.7 Concluding RemarksReferences; 7 Fermentation-Based Building Blocks for Renewable Resource-Based Surfactants; 7.1 Introduction; 7.2 Existing and Potential Classes of Surfactants from Biologically Derived Metabolites; 7.3 Fermentation-Based Building Blocks with Large Existing Markets; 7.4 New Fermentation-Based Building Blocks; 7.5 Conclusion; References; Part 4 Biosurfactants; 8 Synthesis of Surfactants Using Enzymes; 8.1 Introduction; 8.2 Enzymes as Catalysts for Synthesis of Surfactants; 8.3 Enzymatic Synthesis of Polar Lipids Useful as Surfactants; 8.4 Carbohydrate Esters
8.5 Fatty Amide Surfactants8.6 Amino Acid-Based Surfactants; 8.7 Alkyl Glycosides; 8.8 Future Prospects; Acknowledgements; References; 9 Surfactants from Waste Biomass; 9.1 Introduction; 9.2 Surfactants Obtained from Biological Transformation of Waste Biomass; 9.3 Surfactants Obtained from Chemical Transformation of Waste Biomass; 9.4 Summary and Outlook; References; 10 Lecithin and Other Phospholipids; 10.1 Introduction; 10.2 Sources and Production; 10.3 Composition; 10.4 Quality and Analysis of Lecithins; 10.5 Modification; 10.6 Emulsifying Properties; 10.7 Applications
10.8 Legislation and Reach
Record Nr. UNINA-9910139495503321
Chichester, West Sussex, : Wiley, 2010
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
Sustainable catalysis [[electronic resource] ] : challenges and practices for the pharmaceutical and fine chemical industries / / edited by Peter J. Dunn ... [et al.]
Sustainable catalysis [[electronic resource] ] : challenges and practices for the pharmaceutical and fine chemical industries / / edited by Peter J. Dunn ... [et al.]
Pubbl/distr/stampa Hoboken, N.J., : Wiley, 2013
Descrizione fisica xv, 421 p. : ill
Disciplina 541/.395
Altri autori (Persone) DunnPeter J (Peter James)
Soggetto topico Environmental chemistry - Industrial applications
Chemical engineering
Catalysts
Pharmaceutical industry - Waste minimization
ISBN 1-5231-1106-2
1-299-40248-8
1-118-35452-4
1-118-35450-8
1-118-35451-6
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Record Nr. UNINA-9910208835803321
Hoboken, N.J., : Wiley, 2013
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
Sustainable catalysis [[electronic resource] ] : challenges and practices for the pharmaceutical and fine chemical industries / / edited by Peter J. Dunn ... [et al.]
Sustainable catalysis [[electronic resource] ] : challenges and practices for the pharmaceutical and fine chemical industries / / edited by Peter J. Dunn ... [et al.]
Edizione [1st ed.]
Pubbl/distr/stampa Hoboken, N.J., : Wiley, 2013
Descrizione fisica xv, 421 p. : ill
Disciplina 541/.395
Altri autori (Persone) DunnPeter J (Peter James)
Soggetto topico Environmental chemistry - Industrial applications
Chemical engineering
Catalysts
Pharmaceutical industry - Waste minimization
ISBN 1-5231-1106-2
1-299-40248-8
1-118-35452-4
1-118-35450-8
1-118-35451-6
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto SUSTAINABLE CATALYSIS: Challenges and Practices for the Pharmaceutical and Fine Chemical Industries -- Contents -- Foreword -- Preface -- Contributors -- Abbreviations -- 1 Catalytic Reduction of Amides Avoiding LiAlH4 or B2H6 -- 1.1 INTRODUCTION -- 1.2 AMIDES -- 1.3 IMPORTANCE OF AMIDE REDUCTIONS IN PHARMACEUTICAL SYNTHESIS -- 1.4 HETEROGENEOUS AMIDE HYDROGENATION -- 1.5 HOMOGENEOUS AMIDE HYDROGENATION -- 1.5.1 Hydrogenation of Primary Amides -- 1.5.2 Hydrogenation of Secondary Amides -- 1.5.3 Tertiary Amides -- 1.5.4 Scope of Ru/Triphos Amide Hydrogenation -- 1.5.5 Hydrogenation of Diacids in the Presence of Amines -- 1.5.6 Homogeneous Amide Hydrogenation Mechanism -- 1.5.7 Amide C - N Cleavage by Hydrogenation -- 1.6 HYDROSILATION -- 1.6.1 Rhodium-Catalyzed Reduction of Amides Using Silanes -- 1.6.2 Ruthenium-Catalyzed Reduction of Amides Using Silanes -- 1.6.3 Platinum-Catalyzed Reduction of Amides Using Silanes -- 1.6.4 Molybdenum-Catalyzed Reduction of Amides Using Silanes -- 1.6.5 Indium Bromide-Catalyzed Reduction of Amides Using Silanes -- 1.6.6 Iron-Catalyzed Reduction of Amides Using Silanes -- 1.6.7 Zinc-Catalyzed Reduction of Amides Using Silanes -- 1.7 CONCLUSIONS AND FUTURE PERSPECTIVES -- REFERENCES -- 2 Hydrogenation of Esters -- 2.1 INTRODUCTION -- 2.2 HYDROGENATION OF ALIPHATIC ESTERS -- 2.3 HYDROGENATION OF LACTONES -- 2.4 HYDROGENATION OF AROMATIC ESTERS -- 2.5 HYDROGENATION OF FURANOIC ESTERS -- 2.6 HYDROGENATION OF CHIRAL ESTERS (BASE-FREE CONDITIONS) -- 2.7 CONCLUSIONS -- REFERENCES -- 3 Synthesis of Chiral Amines Using Transaminases -- 3.1 IMPORTANCE OF CHIRAL AMINES -- 3.1.1 Challenges with Chemocatalytic Synthesis of Chiral Amines -- 3.2 TRANSAMINASES -- 3.2.1 Transaminase Mechanism -- 3.2.2 Transaminase Selectivity -- 3.3 TRANSAMINASE-CATALYZED RESOLUTION OF RACEMIC AMINES.
3.4 TRANSAMINASE-CATALYZED ASYMMETRIC SYNTHESIS OF AMINES -- 3.5 CONCLUSIONS -- REFERENCES -- 4 Development of a Sitagliptin Transaminase -- 4.1 INTRODUCTION -- 4.2 CREATING ACTIVITY -- 4.3 TRANSAMINASE EVOLUTION -- 4.4 PROCESS OPTIMIZATION -- 4.5 A GENERAL AMINATION METHODOLOGY -- 4.6 CONCLUSION AND OUTLOOK -- 4.7 PROCEDURES -- 4.7.1 Transaminase Reaction at 1 kg Reaction Scale -- 4.7.2 FiltrationWorkup -- 4.7.3 Direct Extraction Workup -- REFERENCES -- 5 Direct Amide Formation Avoiding Poor Atom Economy Reagents -- 5.1 INTRODUCTION -- 5.2 MECHANISM FOR BORONIC AND BORIC ACID CATALYSIS -- 5.3 BORIC ACID-BASED CATALYSIS -- 5.4 BORONIC ACID-BASED CATALYSIS -- 5.5 TRIAZINE-BASED REAGENTS -- 5.6 TITANIUM(IV)-BASED REAGENTS -- 5.7 ANTIMONY-BASED REAGENTS -- 5.8 HETEROGENEOUS CATALYSTS AND MICROWAVE-ASSISTED AMIDE SYNTHESIS -- 5.9 SUMMARY AND FUTURE DIRECTIONS -- REFERENCES -- 6 Industrial Applications of Boric Acid and Boronic Acid-Catalyzed Direct Amidation Reactions -- 6.1 INTRODUCTION -- 6.2 THE SYNTHESIS OF EFAPROXIRAL UTILIZING A DIRECT AMIDATION REACTION -- 6.3 DIRECT AMIDATION EXAMPLES FROM DR. REDDY'S LABORATORIES -- 6.4 DIRECT AMIDATION EXAMPLES FROM PFIZER -- 6.5 POTENTIAL TOXICITY OF BORIC ACID -- 6.6 CONCLUSIONS -- ACKNOWLEDGMENT -- REFERENCES -- 7 OH Activation for Nucleophilic Substitution -- 7.1 INTRODUCTION -- 7.2 FORMATION OF C - C BONDS FROM ALCOHOLS -- 7.3 FORMATION OF C - N BONDS FROM ALCOHOLS -- REFERENCES -- 8 Application of a Redox-Neutral Alcohol Amination in the Kilogram-Scale Synthesis of a GlyT1 Inhibitor -- 8.1 INTRODUCTION -- 8.2 BACKGROUND AND INITIAL SYNTHETIC WORK -- 8.3 FIRST-GENERATION SYNTHESIS OF 10 -- 8.4 FIRST APPLICATION OF IR CHEMISTRY AND INITIAL PROCESS DEVELOPMENT EFFORTS -- 8.5 PROCESS OPTIMIZATION OF THE AMINATION REACTION -- 8.5.1 Reliability Optimization -- 8.5.2 Catalyst Loading Optimization.
8.5.3 Solvent Optimization and Additional Parameters -- 8.5.4 Kilogram-Scale Runs under Optimized Conditions -- 8.6 MECHANISTIC DISCUSSION -- 8.7 IRIDIUM CONTROL -- 8.8 FINAL COMMENTS -- ACKNOWLEDGMENTS -- REFERENCES -- 9 Olefin Metathesis: From Academic Concepts to Commercial Catalysts -- 9.1 INTRODUCTION -- 9.2 RECOVERY AND REUSE OF RU-BASED METATHESIS CATALYSTS: THE ACADEMICS' VIEW -- 9.3 APPLICATION OF RUTHENIUM METATHESIS CATALYSTS IN WATER -- 9.4 SUMMARY AND OUTLOOK -- ACKNOWLEDGMENTS -- REFERENCES -- 10 Challenge and Opportunity in Scaling-up Metathesis Reaction: Synthesis of Ciluprevir (BILN 2061) -- 10.1 INTRODUCTION -- 10.2 SYNTHESIS OF CILUPREVIR (BILN 2061) AND CRITICAL CHALLENGES -- 10.3 PREPARATIONS OF BUILDING BLOCKS -- 10.4 THE FIRST GENERATION CILUPREVIR (BILN 2061) PROCESS -- 10.5 CHALLENGES IN SCALING UP THE RCM REACTION -- 10.6 DEVELOPMENT OF A PRACTICAL AND SCALABLE RCM PROCESS -- 10.7 THE SECOND GENERATION CILUPREVIR (BILN 2061) PROCESS -- 10.8 CONCLUSION -- REFERENCES -- 11 C-H Activation of Heteroaromatics -- 11.1 INTRODUCTION -- 11.2 DIRECT ARYLATION -- 11.2.1 C - H/ C - X Coupling -- 11.2.2 C - H /C - M Coupling -- 11.2.3 C - H/C - H Coupling -- 11.3 DIRECT ALKENYLATION -- 11.3.1 Coupling with Alkenyl Halides -- 11.3.2 Coupling with Alkenes (Fujiwara - Moritani Reaction) -- 11.3.3 Coupling with Alkynes (Hydroarylation) -- 11.4 DIRECT ALKYNYLATION -- 11.4.1 Coupling with Alkynyl Halides or Pseudohalides -- 11.4.2 Coupling with Terminal Alkynes -- 11.5 DIRECT ALKYLATION -- 11.5.1 Benzylation and Allylation -- 11.5.2 Alkylation with Unactivated Systems -- 11.6 CONCLUSION -- REFERENCES -- 12 The Discovery of a New Pd/Cu Catalytic System for C-H Arylation and Its Applications in a Pharmaceutical Process -- 12.1 INTRODUCTION -- 12.2 DEVELOPMENT OF INITIAL PROCESS FOR THE AGONIST OF S1P1.
12.3 DEVELOPMENT OF C - H ARYLATION FOR THE SYNTHESIS OF AMG 369 -- 12.3.1 Initial Results -- 12.3.2 Discovery of a New Cocatalyst -- 12.3.3 Applications to the Synthesis of AMG 369 -- 12.3.4 Latest Developments and Future Perspective -- 12.4 CONCLUSION -- REFERENCES -- 13 Diarylprolinol Silyl Ethers: Development and Application as Organocatalysts -- 13.1 INTRODUCTION AND BACKGROUND -- 13.2 ENAMINE INTERMEDIATE -- 13.2.1 Michael Reaction -- 13.2.2 Acetaldehyde as Nucleophile -- 13.2.3 a-Oxidation Using Benzoyl Peroxide -- 13.2.4 Tandem Reaction Between Nitro-olefin and Pentane-1,5-dial -- 13.2.5 Multicomponent Reactions -- 13.2.6 [6+2] Cycloaddition -- 13.3 IMINIUM ION INTERMEDIATE -- 13.3.1 Diels-Alder and Ene-Type Reactions of Cyclopentadiene -- 13.3.2 Nitroalkane as a Nucleophile -- 13.3.3 Nitroethanol as Nucleophile -- 13.3.4 Formal Aza- and Carbo-[3+3] Cycloaddition -- 13.4 FORMAL C - H INSERTION -- 13.5 REACTIONS IN THE PRESENCE OFWATER -- 13.6 SYNTHESIS OF BIOLOGICALLY ACTIVE MOLECULES -- 13.6.1 Synthesis of ( - )-b-Santalol -- 13.6.2 Synthesis of Oseltamivir -- 13.6.3 Synthesis of ABT-341 (127) -- 13.7 CONCLUSION -- REFERENCES -- 14 Organocatalysis for Asymmetric Synthesis: From Lab to Factory -- 14.1 INTRODUCTION -- 14.2 PREPARATION OF TELCAGEPANT, AN APPLICATION OF IMINIUM ORGANOCATALYSIS -- 14.2.1 Background and Synthetic Strategy -- 14.2.2 Preliminary Results, Identification of By-products, and Reaction Pathway Consideration -- 14.2.3 "Cocktail" Cocatalysts in Non-alcohol Solvents -- 14.2.4 The Use of Crude Jørgensen - Hayashi Catalyst -- 14.2.5 Evolution to a Streamlined Through-process -- 14.2.6 Completion of Telcagepant Synthesis -- 14.3 PREPARATION OF MK-8613, APPLICATION OF ASYMMETRIC MICHAEL ADDITION CATALYZED BY DESMETHYL QUINIDINE -- 14.3.1 Synthetic Target and Strategy Analysis.
14.3.2 A Practical Process to Prepare Catalyst DMQ -- 14.3.3 Substrate-Specific Process Evolution -- 14.3.4 Completion of MK-8613 Synthesis -- 14.4 CONCLUSIONS -- ACKNOWLEDGMENTS -- REFERENCES -- 15 Catalytic Variants of Phosphine Oxide-Mediated Organic Transformations -- 15.1 GENERAL INTRODUCTION -- 15.2 WITTIG CHEMISTRY -- 15.3 AZA-WITTIG CHEMISTRY -- 15.4 MITSUNOBU CHEMISTRY -- 15.5 APPEL HALOGENATIONS -- 15.6 CONCLUSIONS -- REFERENCES -- 16 Formation of C-C Bonds Via Catalytic Hydrogenation and Transfer Hydrogenation -- 16.1 INTRODUCTION: MINIMIZING PREACTIVATION FOR SYNTHETIC EFFICIENCY -- 16.2 CARBONYL AND IMINE VINYLATION -- 16.3 CARBONYL ALLYLATION AND PROPARGYLATION -- 16.4 ALDOL, MANNICH, AND RELATED PROCESSES -- 16.5 FUTURE DIRECTIONS -- ACKNOWLEDGMENTS -- REFERENCES -- Index.
Record Nr. UNINA-9910828281703321
Hoboken, N.J., : Wiley, 2013
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