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Stereoselective organocatalysis : bond formation methodologies and activation modes /
"This book covers the most important methodologies reported for stereoselective organocatalysis, based not only on the activation mode but also the type of bond formed. Starting with an introduction laying out the different activation modes, the chapters move on to describe the most important m...
| Clasificación: | Libro Electrónico |
|---|---|
| Otros Autores: | |
| Formato: | Electrónico eBook |
| Idioma: | Inglés |
| Publicado: |
Hoboken, New Jersey :
Wiley,
[2013]
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| Temas: | |
| Acceso en línea: | Texto completo |
MARC
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| 245 | 0 | 0 | |a Stereoselective organocatalysis : |b bond formation methodologies and activation modes / |c edited by Ramón Ríos Torres, University of Southampton, Southampton, United Kingdom. |
| 264 | 1 | |a Hoboken, New Jersey : |b Wiley, |c [2013] | |
| 300 | |a 1 online resource | ||
| 336 | |a text |b txt |2 rdacontent | ||
| 337 | |a computer |b c |2 rdamedia | ||
| 338 | |a online resource |b cr |2 rdacarrier | ||
| 520 | |a "This book covers the most important methodologies reported for stereoselective organocatalysis, based not only on the activation mode but also the type of bond formed. Starting with an introduction laying out the different activation modes, the chapters move on to describe the most important methodologies for the formation of key chemical bonds, including carbon-carbon (C-C), carbon-nitrogen (C-N), and carbon-halogen (C-X) bonds. It features an organization and approach useful for both students and practicing chemists in industry"-- |c Provided by publisher. | ||
| 520 | |a "This book covers the most important methodologies reported for stereoselective organocatalysis, based not only on the activation mode but also the type of bond formed"-- |c Provided by publisher. | ||
| 504 | |a Includes bibliographical references and index. | ||
| 588 | 0 | |a Print version record and CIP data provided by publisher. | |
| 505 | 0 | |a Introduction: A Historical Point of View / Ramon Rios, Xavier Companyo -- Activation Modes In Asymmetric Organocatalysis / Albert Moyano -- C-C Bond Formation by Aldol Reaction / Dorota Gryko, Dominika Walaszek -- Examples of Metal-Free Direct Catalytic Asymmetric Mannich-Type Reactions Using Aminocatalysis / Armando Córdova -- C-C Bond Formation by Michael Reaction / Yong Zhang, Wei Wang -- C-C Bond Formation By Diels-Alder and Other Pericyclic Reactions / Johan Franzeen -- N-Heterocyclic Carbene-Catalyzed C-C Bond Formation / Xiang-Yu Chen, Song Ye -- [alpha]-Alkylation of Carbonyl Compounds / Marek Remees, Jan Vesely -- Other Reactions For C-C Bond Formation / Yi-Xia Jia, Tiexin Zhang -- Cascade Reactions Forming C-C Bonds / Ramon Rios, Jorge Esteban, Xavier Company -- Organocatalytic C-N Bond Formation / Aitor Landa, Rosa López, Antonia Mielgo, Mikel Oiarbide, Claudio Palomo -- C-O Bond Formation / Jose Alemaan, Mariola Tortosa -- Carbon-Halogen Bond Formation / Stacey E Brenner-Moyer -- C-Other Atom Bond Formation (S, Se, B) / Giorgio Della Sala, Alessandra Lattanzi -- Enantioselective Organocatalytic Reductions / Maurizio Benaglia, Martina Bonsignore, Andrea Genoni -- Cascade Reactions Forming Both C-C Bond and C-Heteroatom BOND / Damien Bonne, Thierry Constantieux, Yoann Coquerel, Jean Rodriguez -- Organocatalysis in the Synthesis of Natural Products / Yongcheng Ying, Xuefeng Jiang. | |
| 590 | |a ProQuest Ebook Central |b Ebook Central Academic Complete | ||
| 650 | 0 | |a Catalysis. | |
| 650 | 0 | |a Chemistry, Organic. | |
| 650 | 0 | |a Stereochemistry. | |
| 650 | 6 | |a Catalyse. | |
| 650 | 6 | |a Chimie organique. | |
| 650 | 6 | |a Stéréochimie. | |
| 650 | 7 | |a organic chemistry. |2 aat | |
| 650 | 7 | |a SCIENCE |x Chemistry |x Organic. |2 bisacsh | |
| 650 | 7 | |a Catalysis |2 fast | |
| 650 | 7 | |a Chemistry, Organic |2 fast | |
| 650 | 7 | |a Stereochemistry |2 fast | |
| 700 | 1 | |a Ríos Torres, Ramón, |e editor. | |
| 758 | |i has work: |a Stereoselective Organocatalysis [electronic resource] (Text) |1 https://id.oclc.org/worldcat/entity/E39PD3pKFMQhxftGtgjM6Mw8cq |4 https://id.oclc.org/worldcat/ontology/hasWork | ||
| 776 | 0 | 8 | |i Print version: |t Stereoselective organocatalysis. |d Hoboken, New Jersey : Wiley, [2013] |z 9781118203538 |w (DLC) 2012050059 |
| 856 | 4 | 0 | |u https://ebookcentral.uam.elogim.com/lib/uam-ebooks/detail.action?docID=1183917 |z Texto completo |
| 880 | 8 | |6 505-00/(S |a 11.6. AZIRIDINATION REACTIONS -- 11.7. MISCELLANEOUS -- REFERENCES -- 12. C-O BOND FORMATION -- 12.1. INTRODUCTION -- 12.2. α-HYDROXYLATION REACTIONS -- 12.3. β-HYDROXYLATION REACTIONS -- 12.4. ASYMMETRIC EPOXIDATION OF OLEFINS -- 12.5. ASYMMETRIC EPOXIDATION OF ELECTRON-DEFICIENT OLEFINS -- 12.5.1. Juliá-Colonna Epoxidation -- 12.5.2. PTC Epoxidation -- 12.5.3. Epoxidation with Secondary Amines -- 12.5.4. Epoxidation with Guanidines -- 12.6. MISCELLANEOUS HYDROXYLATION REACTIONS -- REFERENCES -- 13. CARBON-HALOGEN BOND FORMATION -- 13.1. INTRODUCTION -- 13.2. FLUORINE -- 13.3. CHLORINE -- 13.4. BROMINE -- 13.5. IODINE -- 13.6. CASCADE REACTIONS -- 13.7. CONCLUSION -- REFERENCES -- 14. C-OTHER ATOM BOND FORMATION (S, SE, B) -- 14.1. INTRODUCTION -- 14.2. CONJUGATE ADDITIONS OF SULFUR AND SELENIUM NUCLEOPHILES -- 14.2.1. Brønsted Base Catalysts -- 14.2.2. Brønsted Base/Brønsted Acid Bifunctional Catalysts -- 14.2.3. Catalysis via Iminium Ion -- 14.3. CONJUGATE ADDITIONS OF BORON NUCLEOPHILES -- 14.4. α-SULFENYLATION OF CARBONYL COMPOUNDS -- 14.5. α-SULFENYLATION OF b-DICARBONYL COMPOUNDS -- 14.6. α-SELENYLATION OF CARBONYL COMPOUNDS -- 14.7. DESYMMETRIZATION OF AZIRIDINES WITH SULFUR AND SELENIUM REAGENTS -- 14.8. OXYSULFENYLATION AND OXYSELENYLATION OF ALKENES -- 14.9. MISCELLANEOUS -- REFERENCES -- 15. ENANTIOSELECTIVE ORGANOCATALYTIC REDUCTIONS -- 15.1. INTRODUCTION -- 15.2. CATALYTIC HYDROGENATION WITH FRUSTRATED LEWIS PAIRS -- 15.3. ENANTIOSELECTIVE REDUCTIONS PROMOTED BY TRICHLOROSILANE -- 15.3.1. Reactions Catalyzed by Aminoacids-Derived Chiral Lewis Bases -- 15.3.2. Reactions Catalyzed by Amino Alcohol-Derived Chiral Lewis Bases -- 15.3.3. Reactions Catalyzed by Other Chiral Lewis Bases -- 15.4. ENANTIOSELECTIVE REDUCTIONS PROMOTED BY CHIRAL PHOSPHORIC ACIDS -- 15.4.1. Reductions of C-N Double Bonds -- 15.4.2. Reductions of C-C Double Bonds. | |
| 880 | 0 | |6 505-00/(S |a STEREOSELECTIVE ORGANOCATALYSIS: Bond Formation Methodologies and Activation Modes -- CONTENTS -- PREFACE -- CONTRIBUTORS -- 1. INTRODUCTION: A HISTORICAL POINT OF VIEW -- REFERENCES -- 2. ACTIVATION MODES IN ASYMMETRIC ORGANOCATALYSIS -- 2.1. INTRODUCTION -- 2.2. COVALENT ORGANOCATALYSIS -- 2.2.1. Aminocatalysis -- 2.2.2. Carbene Catalysis -- 2.2.3. Lewis Base Organocatalysis -- 2.3. NONCOVALENT ORGANOCATALYSIS -- 2.3.1. Hydrogen-Bonding Activation -- 2.3.2. Brønsted Base and Bifunctional Catalysis -- 2.3.3. Phase-Transfer and Asymmetric Countercation-Directed Catalysis -- NOTE ADDED IN PROOF -- ACKNOWLEDGMENTS -- REFERENCES -- 3. C-C BOND FORMATION BY ALDOL REACTION -- 3.1. INTRODUCTION -- 3.2. INTRAMOLECULAR ALDOL REACTIONS -- 3.3. KETONES AS DONORS -- 3.3.1. β-Hydroxy Ketones -- 3.3.2. Aldols with Two Stereogenic Centers Formed in the Aldol Reaction -- 3.4. ALDEHYDES AS DONORS: CROSS-ALDOL REACTION -- 3.4.1. Aldols with Two Stereogenic Centers Formed in the Cross-Aldol Reaction -- 3.5. KETONE-KETONE -- 3.5.1. Tertiary b-Hydroxy Ketones -- 3.5.2. Anti-Aldols with a Quaternary Stereocenter -- 3.5.3. syn-Aldols with a Quaternary Stereocenter -- 3.6. OTHER CATALYSTS -- 3.7. BRØNSTED ACID-CATALYZED ASYMMETRIC ALDOL REACTION -- 3.8. CONCLUSIONS -- REFERENCES -- 4. EXAMPLES OF METAL-FREE DIRECT CATALYTIC ASYMMETRIC MANNICH-TYPE REACTIONS USING AMINOCATALYSIS -- 4.1. INTRODUCTION -- 4.2. METAL-FREE CATALYSIS -- 4.3. CONCLUSION -- REFERENCES AND NOTES -- 5. C-C BOND FORMATION BY MICHAEL REACTION -- 5.1. INTRODUCTION -- 5.2. SIMPLE SUBSTRATES -- 5.2.1. Michael Addition of Aldehydes -- 5.2.2. Michael Addition of Ketones -- 5.2.3. Michael Addition of Nitroalkanes -- 5.2.4. Michael Addition of Activated Methylenes -- 5.3. SPECIAL SCAFFOLD -- 5.3.1. Oxindoles -- 5.3.2. Benzofuran-2(3H)-ones -- 5.3.3. Oxazolones -- 5.3.4. Nitro-ethenamine. | |
| 880 | 8 | |6 505-00/(S |a 8.2.3. Asymmetric α-Alkylation of Aldehydes and Ketones via Organo-SOMO Catalysis -- 8.2.4. Asymmetric α-Alkylation of Aldehydes and Organo-photoredox Catalysis -- 8.3. BIFUNCTIONAL AND BRØNSTED ACID CATALYSIS -- 8.4. CONCLUSION -- ACKNOWLEDGMENTS -- REFERENCES -- 9. OTHER REACTIONS FOR C-C BOND FORMATION -- 9.1. FRIEDEL-CRAFTS ALKYLATION REACTIONS -- 9.1.1. Introduction -- 9.1.2. Reactions with Alkenes -- 9.1.3. Reactions with Carbonyl Compounds -- 9.1.4. Reactions with Imines -- 9.1.5. Reactions with Other Electrophiles -- 9.2. ENANTIOSELECTIVE BAYLIS-HILLMAN REACTIONS -- 9.2.1. Introduction -- 9.2.2. Chiral Amine Catalysts -- 9.2.3. Chiral Phosphine Catalysts -- 9.2.4. Chiral Brønsted Acid Catalysts -- 9.2.5. Chiral N-Heterocyclic Carbene (NHC) Catalysts -- 9.3. ORGANOCATALYTIC ASYMMETRIC TRANSFORMATIONS OF BAYLIS-HILLMAN CARBONATE -- 9.3.1. Asymmetric Allylic Substitution Reactions -- 9.3.2. [3 + 2] Cycloaddition Reactions -- REFERENCES -- 10. CASCADE REACTIONS FORMING C-C BONDS -- 10.1. INTRODUCTION -- 10.2. INTRAMOLECULAR C-C-BOND-FORMING CASCADE REACTIONS -- 10.2.1. Organocatalytic Asymmetric Polycyclizations -- 10.3. TWO-COMPONENT C-C-BOND-FORMING ORGANOCASCADE REACTIONS -- 10.3.1. Synthesis of Carbocycles -- 10.3.2. Synthesis of Five-Membered Carbocycles -- 10.3.3. Synthesis of Six-Membered Carbocycles -- 10.4. MULTICOMPONENT REACTIONS -- 10.5. CONCLUSION -- REFERENCES -- 11. ORGANOCATALYTIC C-N BOND FORMATION -- 11.1. INTRODUCTION -- 11.2. ELECTROPHILIC AMINATION -- 11.2.1. Electrophilic α-Aminations of Carbonyl Compounds -- 11.2.2. Electrophilic β-Aminations of Carbonyl Compounds -- 11.2.3. γ-Amination of Enolizable a, b-Unsaturated Substrates -- 11.3. AZA-MICHAEL REACTION -- 11.3.1. Intermolecular Aza-Michael Reactions -- 11.3.2. Intramolecular aza-Michael -- 11.4. ALLYLIC AMINATION -- 11.5. CYCLOADDITION REACTIONS. | |
| 880 | 8 | |6 505-00/(S |a 5.3.5. β-Carbonyl Heteroaryl Sulfones -- 5.4. NEW APPROACH -- 5.4.1. Intramolecular Michael Reaction -- 5.4.2. Mukaiyama-Michael Reactions -- 5.4.3. Desymmetric Michael Reactions -- 5.4.4. Direct Vinylogous Michael Reactions -- 5.5. MISCELLANEOUS -- 5.6. CONCLUSION -- REFERENCES -- 6. C-C BOND FORMATION BY DIELS-ALDER AND OTHER PERICYCLIC REACTIONS -- 6.1. INTRODUCTION -- 6.2. DIELS-ALDER REACTIONS -- 6.3. HETERO-DIELS-ALDER REACTIONS -- 6.4. [3+2] CYCLOADDITION REACTIONS -- 6.5. [2+2] CYCLOADDITION REACTIONS -- 6.6. ELECTROCYCLIZATIONS -- 6.7. SIGMATROPIC REACTIONS -- 6.8. ENE REACTIONS -- 6.9. OUTLOOK -- REFERENCES -- 7. N-HETEROCYCLIC CARBENE-CATALYZED C-C BOND FORMATION -- 7.1. INTRODUCTION -- 7.2. BENZOIN CONDENSATION OF ALDEHYDES -- 7.2.1. Self-Benzoin Condensation -- 7.2.2. Cross-Benzoin Reaction -- 7.2.3. Aza-Cross-Benzoin Reaction -- 7.3. STETTER REACTION OF ALDEHYDES -- 7.3.1. Intramolecular Stetter Reaction -- 7.3.2. Intermolecular Stetter Reaction -- 7.4. CROSS-COUPLING REACTIONS OF ALDEHYDES WITH ACTIVATED HALIDES -- 7.5. REACTION OF SILYLATED REAGENTS -- 7.6. REARRANGEMENT OF ENOL ESTERS -- 7.7. REACTIONS OF MICHAEL ACCEPTORS -- 7.8. MICHAEL ADDITIONS -- 7.9. EXTENDED UMPOLUNG OF FUNCTIONALIZED ALDEHYDES -- 7.10. FORMAL CYCLOADDITIONS OF KETENES -- 7.11. CONCLUSIONS AND OUTLOOK -- ACKNOWLEDGMENTS -- REFERENCES -- 8. α-ALKYLATION OF CARBONYL COMPOUNDS -- 8.1. PHASE-TRANSFER CATALYSIS -- 8.1.1. Asymmetric Alkylation Leading to a-Substituted Amino Acid Derivatives -- 8.1.2. Asymmetric Alkylation Leading to a, a-Disubstituted Amino Acid Derivatives -- 8.1.3. Asymmetric α-Alkylation of β-Ketoesters -- 8.1.4. Asymmetric α-Alkylation of Other Derivatives -- 8.2. AMINOCATALYSIS -- 8.2.1. Asymmetric α-Alkylation of Aldehydes and Ketones via SN2 and SN2' -- 8.2.2. Asymmetric α-Alkylation of Aldehydes and Ketones via SN1. | |
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