edited by Peter I. Dalko

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 and industry. Clearly structured in three parts, the first covers the fundamental activation types and catalyst structures. These short 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. Part B is structured around reaction types, and relies on transition state (TS) models, i.e. nucleophile additions to C=X, Y=X (X and Y = heteroatom), and C=C bonds; Friedel-Crafts reactions, organocatalytic sigmatropic reactions, regioselective reactions and desymmetrization strategies, ring-forming reactions, multicomponent (domino) reactions and multicatalyst systems are discussed. The final part deals with the application of organocatalytic reactions in multistep synthesis and industrial applications. 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 newcomers and 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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  • VOLUME 1: PRIVILEGED CATALYSTS PART I: Amino Acid-derived Catalysts Proline-Related Secondary Amine Catalysts and Applications TMS-Prolinol Catalyst in Organocatalysis Non-Proline Amino Acid Catalysts Chiral Imidazolidinone (MacMillan's) Catalyst Oligopeptides as Modular Organocatalytic Scaffolds PART II. Non Amino Acid-derived Catalysts Cinchonas and Cupreidines Chiral C2 Catalysts Planar Chiral Catalysts Dynamic Approaches towards Catalyst Discovery Part III: Appendix / Catalysts VOLUME 2: ACTIVATIONS PART I: Asymmetric Catalysis with Non-Covalent Interactions Bronsted Acids Bronsted Acids: Chiral Phosphoric Acid Catalysts in Asymmetric Synthesis Bronsted Acids: Chiral (Thio)urea Derivatives Bronsted Bases Chiral Onium Salts (Phase-Transfer Reactions) Lewis Acids Lewis Bases PART II: Asymmetric Catalysis with Covalent Interactions Rationalizing Reactivity and Selectivity in Aminocatalytic Reactions Carbene Catalysts Oxides and Epoxides Ylides PART III: Tuning Catalyst Activity and Selectivity by the Reaction Medium and Conditions "Non-Classical" Activation of Organocatalytic Reactions (Pressure, Microwave Irradiation..) Ionic Liquid Organocatalysts Polymer and Mesoporous Material Supported Organocatalysts Water in Organocatalytic Reactions VOLUME 3: REACTIONS AND APPLICATIONS PART I. Alpha-alkylation and Heteroatom Functionalization SN2-Type Alpha-Alkylation and Allylation Reactions Alpha-Alkylation by SN1-Type Reactions Alpha-Heteroatom Functionalization of Carbonyl Compounds PART II. Nucleophile Addition to C = X Bonds Aldol and Mannich-Type Reactions Hydrocyanation and Strecker Reactions The Morita-Baylis-Hillman (MBH) and Hetero-MBH Reactions Reduction of C=O and C=N PART III: Nucleophile Addition to C = C Bonds Addition to a,ss-Unsaturated Aldehydes and Ketones Addition to Nitro-Olefins and Vinyl-Sulfones Organocatalyzed Asymmetric Arylation and Heteroarylation Reactions PART IV: Ring-Forming Reactions Intramolecular Reactions Formation of 3-, 4- and 5-Membered Cycles by Intermolecular Reactions Diels-Alder and Hetero-Diels-Alder Reactions PART V: Increasing Complexity Organocatalytic Radical and Electron Transfer Reactions Organocatalytic Sigmatropic Reactions Regio- and Position Selective Reactions and Desymmetrizations Three or More Components Reactions (Single Catalyst Systems) Multi-Catalyst Systems

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書名 Activations
著作者等 Dalko Peter I.
シリーズ名 Comprehensive enantioselective organocatalysis : catalysts, reactions, and applications
出版元 Wiley-VCH
刊行年月 c2013
ページ数 xlv p., p. 239-717
大きさ 25 cm
ISBN 9783527332366
NCID BB13963071
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言語 英語
出版国 ドイツ