Cinchona Alkaloids in Synthesis & Catalysis
Ligands, Immobilization and Organocatalysis
(Sprache: Englisch)
This comprehensive review of cinchona-based chiralilty inducers and their applications covers every topic, including ligands, immobilization and organocatalysis. Each chapter summarizes the scope and limitations of the new methods and technologies, while...
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Klappentext zu „Cinchona Alkaloids in Synthesis & Catalysis “
This comprehensive review of cinchona-based chiralilty inducers and their applications covers every topic, including ligands, immobilization and organocatalysis. Each chapter summarizes the scope and limitations of the new methods and technologies, while the final chapter contains carefully selected working procedures of cinchona alkaloid-promoted reactions organized according to reaction type. Invaluable reading for anyone wanting to learn about the current state of this hot topic.
This first comprehensive review of cinchona-based chiralilty inducers and their applications covers all relevant topics, including ligands, immobilization and organocatalysis. With contributions from academia and industry, each chapter summarizes the scope and limitations of the new methods and technologies, while the final chapter contains carefully selected working procedures of cinchona alkaloid-promoted reactions organized according to reaction type.
From the contents:
- Cinchona alkaloids
- Cinchona-modified platinum catalysts for the enantioselective heterogeneous hydrogenation Osmium/Cinchona alkaloids catalyzed asymmetric dihydroxylation and asymmetric aminohydroxylation of carbon-carbon double bonds
- Cinchona-based chiral ligands in other reactions
- Cinchona alkaloid derivatives as chiral organocatalysts in carbon-carbon bond forming reactions
- Alpha-Heteroatom functionalization of carbonyl compounds
- Acyl transfer reactions
- Asymmetric phase-transfer catalysts derived from cinchona alkaloids
- Bifunctional cinchona-based organocatalysts
- Cinchona-based chiral organocatalysts in other reactions
- Immobilized cinchona alkaloid derivatives in synthesis and catalysis
An indispensable handbook and "one-stop" reference for those wishing to learn about the current state of this hot topic.
From the contents:
- Cinchona alkaloids
- Cinchona-modified platinum catalysts for the enantioselective heterogeneous hydrogenation Osmium/Cinchona alkaloids catalyzed asymmetric dihydroxylation and asymmetric aminohydroxylation of carbon-carbon double bonds
- Cinchona-based chiral ligands in other reactions
- Cinchona alkaloid derivatives as chiral organocatalysts in carbon-carbon bond forming reactions
- Alpha-Heteroatom functionalization of carbonyl compounds
- Acyl transfer reactions
- Asymmetric phase-transfer catalysts derived from cinchona alkaloids
- Bifunctional cinchona-based organocatalysts
- Cinchona-based chiral organocatalysts in other reactions
- Immobilized cinchona alkaloid derivatives in synthesis and catalysis
An indispensable handbook and "one-stop" reference for those wishing to learn about the current state of this hot topic.
Inhaltsverzeichnis zu „Cinchona Alkaloids in Synthesis & Catalysis “
AN OVERVIEW OF CINCHONA ALKALOIDS IN CHEMISTRYBrief HistoryActive Sites in Cinchona Alkaloids and Their DerivativesStructural Information on Cinchona AlkaloidsHow This Book is OrganizedPART I: Cinchona Alkaloid Derivatives as Chirality Inducers in Metal-Catalyzed ReactionsCINCHONA ALKALOIDS AS CHIRALITY TRANSMITTERS IN METAL-CATALYZED ASYMMETRIC REDUCTIONSIntroductionHomogeneous Systems for Ketone ReductionsHeterogeneous Pt and Pd Catalysts Modified with Cinchona AlkaloidsIndustrial ApplicationsConclusionsCINCHONA ALKALOIDS AS CHIRAL LIGANDS IN ASYMMETRIC OXIDATIONSIntroductionAsymmetric Dihydroxylation of AlkenesAminohydroxylationSulfur OxidationsSummaryCINCHONA ALKALOIDS AND THEIR DERIVATIVES AS CHIRALITY INDUCERS IN METAL-PROMOTED ENANTIOSELECTIVE CARBON-CARBON AND CARBON-HETEROATOM BOND FORMING REACTIONSIntroductionNucleophilic Addition to Carbonyl or Imine CompoundsMiscellaneous ReactionsCinchona-Based Chiral Ligands in C-F Bond Forming ReactionsConclusionsPART II: Cinchona Alkaloid Derivatives as Chiral OrganocatalystsCINCHONA-BASED ORGANOCATALYSTS FOR ASYMMETRIC OXIDATIONS AND REDUCTIONSIntroductionCinchona-Based Organocatalysts in Asymmetric OxidationsCinchona-Based Organocatalysts in Asymmetric ReductionsConclusionsCINCHONA-CATALYZED NUCLEOPHILIC ALPHA-SUBSTITUTION OF CARBONYL DERIVATIVESIntroductionOrganocatalytic Nucleophilic Alpha-Substitution of Carbonyl DerivativesCinchona Alkaloids in Asymmetric OrganocatalysisThe Pioneer Works for Phase-Transfer Catalytic Alpha-SubstitutionAlpha-Substitution of Alpha-Amino Acid Derivatives via PTCAlpha-Substitution of Other Carbonyl Derivatives via PTCAlpha-Heteroatom Substitution via PTCNucleophilic Alpha-Substitution of Carbonyl Derivatives via Non-PTCConclusionsCINCHONA-MEDIATED ENANTIOSELECTIVE PROTONATIONSIntroductionPreformed Enolates and EquivalentsNucleophilic Addition on KetenesMichael AdditionsEnantioselective Decarboxylative ProtonationProton MigrationSummary of Cinchona-Mediated Enantioselective
... mehr
ProtonationsCINCHONA-CATALYZED NUCLEOPHILIC 1,2-ADDITION TO C=O AND C=N BONDSIntroductionAldol and Nitroaldol (Henry) ReactionsMannich and Nitro-Mannich ReactionsAldol- and Mannich-Related ReactionsCyanation ReactionsTrifluoromethylationFriedel-Crafts Type AlkylationHydrophosphonylationConclusionsCINCHONA-CATALYZED NUCLEOPHILIC CONJUGATE ADDITION TO ELECTRON-DEFICIENT C=C DOUBLE BONDSIntroductionConjugate Reaction of Alpha,Beta-Unsaturated Ketones, Amides, and NitrilesConjugate Addition of NitroalkenesConjugate Addition of Vinyl Sulfones and Vinyl PhosphatesCyclopropanation and Other Related ReactionsConclusionsCINCHONA-CATALYZED CYCLOADDITION REACTIONSIntroductionAsymmetric Cycloadditions Catalyzed by Quinuclidine Tertiary AmineAsymmetric Cycloadditions Catalyzed by Bifunctional Cinchona AlkaloidsAsymmetric Cycloaddition Reactions Catalyzed by Cinchona-Based Primary AminesAsymmetric Cycloaddition Catalyzed by Cinchona-Based Phase-Transfer CatalystsConclusionCINCHONA-BASED ORGANOCATALYSTS FOR DESYMMETRIZATION OF MESO-COMPOUNDS AND (DYNAMIC) KINETIC RESOLUTION OF RACEMIC COMPOUNDSIntroductionDesymmetrization of meso-Compounds(Dynamic) Kinetic Resolution of Racemic CompoundsConclusionsPART III: Organic Chemistry of Cinchona AlkaloidsORGANIC CHEMISTRY OF CINCHONA ALKALOIDSIntroductionPreparation of Quincorine and Quincoridine: Discovery of a Novel Cleavage Reaction of Cinchona AlkaloidsTransformations of the Quinoline MoietyBasic Transformations of the Vinyl Side ChainSelected Novel Transformations of the Quinuclidine Moiety of Cinchona AlkaloidsNucleophilic Substitution at Carbon C9Novel Rearrangements of the Azabicyclic MoietyGeneral Experimental Hints and ObstaclesConclusionsPART IV: Cinchona Alkaloid and Their Derivatives in AnalyticsRESOLUTION OF RACEMATES AND ENANTIOSELECTIVE ANALYTICS BY CINCHONA ALKALOIDS AND THEIR DERIVATIVESIntroductionResolution of Racemates by Crystallization and Extraction of DiastereoisomersEnantioselective Chromatography and Related TechniquesCinchona Alkaloids as Chiral Solvating (Shift) Agents in NMR SpectroscopyCinchona-Based Sensors, Receptors, and Materials for Separation and Analytics
... weniger
Autoren-Porträt
Choong Eui Song is director of the Research Institute of Advanced Nanomaterials (RIAN) and Institute of Basic Science at Sungkyunkwan University (SKKU). Having obtained his academic degrees from RWTH Aachen (Germany), he spent most of his career working for Korea Institute of Science and Technology (KIST) before taking up his present appointment at SKKU. His research interests focus on metal catalysis, organocatalysis, ionic liquid chemistry and nanochemistry. Professor Song has received several academic awards, including the Scientist of the Month Award from the Ministry of Science and Technology in Korea.
Bibliographische Angaben
- 2009, XX, 526 Seiten, Maße: 18,1 x 25 cm, Gebunden, Englisch
- Herausgegeben: Choong E. Sung
- Verlag: Wiley-VCH
- ISBN-10: 352732416X
- ISBN-13: 9783527324163
- Erscheinungsdatum: 23.09.2009
Sprache:
Englisch
Rezension zu „Cinchona Alkaloids in Synthesis & Catalysis “
"There has been a real hunger for this book amongst research fraternity and innovators. The book is sure to become dogeared as it is read, used, and reread to help evaluators conduct their work in a manner consistent with the complexity of the challenges they are addressing." (Current Engineering Practice, 2010) "Process chemists will find much of interest in this multi-author work." (Organic Process Research & Development Journal, 2010) "Novices as well as experts in the area of asymmetric catalysis will find this book to be a very valuable resource." (JACS, 2010) "Cinchona Alkaloids in Synthesis & Catalysis will be warmly welcomed by many researchers, as the use of cinchona alkaloids continues to have a major impact on chemistry research. It represents the first attempt to comprehensively describe the many facets of the chemistry of this privileged compound class, which has been generously provided by nature. Song has succeeded in providing the synthesis community with a high-quality source of teaching materials as well as a useful handbook for scientists working in the exciting and fast developing field of cinchona-based asymmetric catalysis. This book will be a valuable addition to many libraries, whether personal, academic, or industrial." (Angewandte Chemie, 2010)
Pressezitat
"There has been a real hunger for this book amongst research fraternity and innovators. The book is sure to become dogeared as it is read, used, and reread to help evaluators conduct their work in a manner consistent with the complexity of the challenges they are addressing." ( Current Engineering Practice , 2010)"Process chemists will find much of interest in this multi-author work." (Organic Process Research & Development Journal, 2010)
"Novices as well as experts in the area of asymmetric catalysis will find this book to be a very valuable resource." (JACS, 2010)
"Cinchona Alkaloids in Synthesis & Catalysis will be warmly welcomed by many researchers, as the use of cinchona alkaloids continues to have a major impact on chemistry research. It represents the first attempt to comprehensively describe the many facets of the chemistry of this privileged compound class, which has been generously provided by nature. Song has succeeded in providing the synthesis community with a high-quality source of teaching materials as well as a useful handbook for scientists working in the exciting and fast developing field of cinchona-based asymmetric catalysis. This book will be a valuable addition to many libraries, whether personal, academic, or industrial." ( Angewandte Chemie , 2010)
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