Comprehensive Enantioselective Organocatalysis : Catalysts, Reactions, and Applications, 3 Volume Set.

A much-needed overview reflecting the developments over the past five years, this is the most comprehensive handbook on organocatalysis. As such, all relevant catalyst systems are discussed in detail, as well as key strategies, reaction types, and important applications in total synthesis. The first...

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Online Access: Full text (MCPHS users only)
Main Author: Dalko, Peter I.
Format: Electronic eBook
Language:English
Published: Wiley-VCH, 2013
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Local Note:ProQuest Ebook Central

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505 0 |a Related Titles; Title page; Copyright page; Foreword; Preface; List of Contributors; Abbreviations; Volume 1: Privileged Catalysts; Part I: Amino Acid-Derived Catalysts; 1: Proline-Related Secondary Amine Catalysts and Applications; 1.1 Introduction; 1.2 Prolinamide and Related Catalysts; 1.3 Prolinamine and Related Catalysts; 1.4 Proline Tetrazole and Related Catalysts; 1.5 Prolinamine Sulfonamide and Related Catalysts; 1.6 Prolinamine Thiourea and Related Catalysts; 1.7 Miscellaneous; 1.8 Conclusions; Acknowledgments; 2: TMS-Prolinol Catalyst in Organocatalysis; 2.1 Introduction. 
505 8 |a 2.2 Enamine Activation2.3 Iminium-Ion Activation; 2.4 Cascade Reactions; 2.5 Dienamine Activation; 2.6 Trienamine Activation; 2.7 Summary and Conclusions; 3: Non-Proline Amino Acid Catalysts; 3.1 Introduction; 3.2 Primary Amino Acids in Amino Catalysis; 3.3 Primary Amino Acid-Derived Organic Catalysts; 3.4 Applications of Non-Proline Primary Amino Acid Catalysts; 3.5 Conclusions; Acknowledgments; 4: Chiral Imidazolidinone (MacMillan's) Catalyst; 4.1 Introduction; 4.2 Enamine Catalysis; 4.3 Iminium Catalysis; 4.4 Cascade Reaction-Merging Iminium and Enamine Catalysis. 
505 8 |a 5: Oligopeptides as Modular Organocatalytic Scaffolds5.1 Introduction; 5.2 C-C Bond Forming Reactions; 5.3 Asymmetric Acylations; 5.4 Asymmetric Phosphorylations; 5.5 Enantioselective Oxidations; 5.6 Hydrolytic Reactions; 5.7 Summary and Conclusions; Part II: Non-Amino Acid-Derived Catalysts; 6: Cinchonas and Cupreidines; 6.1 Introduction; 6.2 Cinchona Alkaloid Derivatives; 6.3 Natural Cinchona Alkaloids, Cupreine, and Cupreidine; 6.4 Cinchona Alkaloids with an Ether or Ester Group at C9; 6.5 Cinchona Alkaloid Derivatives with a Sulfonamide, Urea, Thiourea, Squaramide, or Guanidine Function. 
505 8 |a 6.6 Cinchona Alkaloids with a Primary Amine Group at C96.7 Cinchona Alkaloids in Phase-Transfer Catalysis; 6.8 Ether Bridged Dimers; 6.9 Some Novel Cinchona Alkaloid Derivatives; 6.10 Prospects; 7: Chiral C2 Catalysts; 7.1 Introduction; 7.2 Chiral Lewis Base Catalysts; 7.3 Phosphines; 7.4 Chiral C2-Symmetric Secondary and Primary Amines; 7.5 Chiral C2-Symmetric Brønsted Bases: Guanidines; 7.6 Chiral C2-Symmetric Brønsted Acids; 7.7 Chiral C2-Symmetric Bis-Thioureas; 7.8 Chiral C2-Symmetric Aminophosphonium Ions; 7.9 Summary and Conclusions; 8: Planar Chiral Catalysts; 8.1 Introduction. 
505 8 |a 8.2 Lewis/Brønsted Bases8.3 Lewis/Brønsted Acids; 8.4 Redox Reactions; 8.5 Summary and Conclusions; 9: Dynamic Approaches towards Catalyst Discovery; 9.1 Introduction; 9.2 Self-Assembly; 9.3 Self-Selected Catalysts; 9.4 Conclusions; Acknowledgments; Appendix; Contents; Proline Derivatives and Proline Analogs; Non-Proline Amino Acids; Chiral Imidazolidinones (MacMillan's Catalysts and Analogs); Di- and Oligopeptide Catalysts; Cinchonas; Planar Chiral Catalysts; Biaryl Catalysts; 1,2-Diamines; 1,2-Aminoalcohols; 1,2-Aminophosphines; TADDOL-Derived Catalysts; Carbohydrate-Derived Catalysts. 
520 |a A much-needed overview reflecting the developments over the past five years, this is the most comprehensive handbook on organocatalysis. As such, all relevant catalyst systems are discussed in detail, as well as key strategies, reaction types, and important applications in total synthesis. The first two volumes cover catalyst structures andfundamental activation types. These chapters allow readers to familiarize themselves with the relatively complex interactions that make organocatalytic reactions selective; to gain an insight into the most efficient catalyst types; and to understand the importance of physical parameters that influence reactivity and selectivity. Volume three is structured around reaction types, i.e. nucleophile additions to C=X and C=C bonds; Friedel-Crafts reactions, organocatalytic sigmatropic reactions, regioselective reactions and desymmetrization strategies, ring-forming reactions, multicomponent (domino) reactions, multicatalyst systems and the application of organocatalytic reactions in multistep synthesis are discussed. An appendix recollecting catalyst structures with the adequate cross-references to the corresponding chapters rounds off the book. With its contributions written by pioneers of the organocatalysis field, this book provides non-specialists with an introduction to the topic as well as serving as a valuable source for researchers in academia and industry searching for an up-to-date and comprehensive overview of this promising area of synthetic organic chemistry. 
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