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Domino Reactions

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The follow-up to the successful "Domino Reaction in Organic Synthesis", this ready reference brings up to date on the original concept. The chapters have been arranged according to the name of well-known transformations of the first step and in combination with the formed products. Each chapter is written by an internationally renowned expert, and the book is edited by L. F. Tietze, who established the concept of domino reactions. The one-stop source for all synthetic chemists to improve the synthetic efficiency and allow an ecologically and economically beneficial preparation of every chemical compound.
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Table of Contents

Preface Introduction TRANSITION METAL-CATALYZED CARBONYLATIVE DOMINO REACTIONS Introduction Transition Metal-Catalyzed Carbonylative Domino Reactions Outlook METATHESIS REACTIONS IN DOMINO PROCESSES Domino Processes Featuring Solely Metathesis Events Domino Processes Featuring Metathesis and Non-Metathesis Events Conclusion and Outlook C-H ACTIVATION REACTIONS IN DOMINO PROCESSES Heck Reactions/C-H Activations Carbopalladations and Aminopalladations of Alkynes/C-H Activations Palladium-Catalyzed/Norbornene-Mediated ortho C-H Activations Domino Reactions Involving Heteroatom-Directed C-H Activations Conclusions DOMINO REACTIONS INITIATED BY NUCLEOPHILIC SUBSTITUTION Domino SN/Michael Addition and Related Reactions Domino Reactions Initiated by Nucleophilic Ring Opening of Aziridines, Epoxides and Activated Cyclopropanes Domino SN/Brook Rearrangements RADICAL REACTIONS IN DOMINO PROCESSES Introduction Radical/Cation Domino Processes Radical/Anionic Domino Processes Domino Radical/Radical Process Radical/Pericyclic Domino Processes Asymmetric Radical Domino Processes Conclusion and Outlook PERICYCLIC REACTIONS IN DOMINO PROCESSES Introduction Cycloadditions Sigmatropic Rearrangements Electrocyclizations Mixed Transformations Concluding Remarks MODERN DOMINO REACTIONS CONTAINING A MICHAEL ADDITION REACTION Introduction Formation of Acyclic Products Formation of Carbocycles Formation of O-Heterocycles Formation of N-Heterocycles Formation of S-Heterocycles Formation of Heterocycles Containing Nitrogen and Oxygen ALDOL REACTIONS IN DOMINO PROCESSES Introduction Domino Processes with the Aldol Reaction as First Step Domino Processes with the Aldol Reaction as Subsequent Step Conclusion and Outlook OXIDATIONS AND REDUCTIONS IN DOMINO PROCESSES Introduction Domino Reactions Initiated by Oxidation or Reduction Reaction Domino Reactions Having Oxidation in Middle of the Sequence Domino Reactions Terminated by Oxidation or Reduction Reaction Conclusion ORGANOCATALYSIS IN DOMINO PROCESSES Introduction One and Two-Component Domino Reactions Multicomponent Reactions Conclusions METAL-CATALYZED ENANTIO- AND DIASTEREOSELECTIVE C-C BOND FORMING REACTIONS IN DOMINO PROCESSES Domino Reaction Initiated by C-C Bond Formation Domino Reaction Initiated by C-H Bond Formation Domino Reaction Initiated by C-N Bond Formation Domino Reaction Initiated by C-O Bond Formation Domino Reaction Initiated by C-B and C-Si Bond Formation Conclusion and Outlook DOMINO PROCESSES UNDER MICROWAVA IRRADIATION, HIGH PRESSURE, AND IN WATER Introduction Microwave-Assisted Domino Reactions Aqueous Domino Reactions High-Pressure-Promoted Domino Reactions Conclusion and Outlook DOMINO REACTIONS IN LIBRARY SYNTHESIS Introduction Domino Reactions in Natural-Product-Inspired Compound Collection Syntheses Domino Approaches Targeting Scaffold Diversity Solid-Phase Domino Syntheses of Compound Collections Conclusion DOMINO REACTIONS IN THE TOTAL SYNTHESIS OF NATURAL PRODUCTS Cationic Domino Reactions Anionic Domino Reactions Radical Domino Reactions Pericyclic Domino Reactions Transition-Metal-Catalyzed Domino Reactions Domino Reactions Initiated by Oxidation or Reduction Conlcusion MULTICOMPONENT DOMINO PROCESS: RATIONAL DESIGN AND SERENDIPITY Introduction Basic Considerations of MCRs Substrate-Design Approach in the Development of Novel MCRs Conclusion Index

About the Author

Lutz F. Tietze studied chemistry at the universities of Freiburg and Kiel, Germany and obtained his doctorate under the supervision of Prof. B. Franck in 1968 in Kiel. He then worked as a research associate with Prof. G. Buchi at MIT, Cambridge, USA, as well as with Prof. A. Battersby in Cambridge, UK. Since 1978 he has been Professor and Head of the Institute of Organic and Biomolecular Chemistry at the Georg-August-University in Gottingen. His research focuses on the development of efficient and selective synthetic methods, combinatorial chemistry, the total synthesis of natural products and the design of new selective anticancer agents. Professor Tietze has received many prizes, including the award for his book on "Reactions and Syntheses" by the Fonds der Chemischen Industrie, the Grignard-Wittig Prize of the Societe Francaise de Chimie, the Prix Charles Mentzer of the Societe de Chimie Therapeutique France and the highly prestigious Emil Fischer Medal of the German Chemical Society. He was speaker of a Sonderforschungsbereich (Collaborative Research Centre), member of the DFG Fachkollegium and obtained several guest professorships. Moreover, he is chairman of the German Zentralverband der Chemie (Steering Committee of the German Chemical Societies), is member of a center of excellence and has been awarded in 2012 with the position of a Distinguished Research Professor. He has over 460 papers, 34 patents and four books to his name.

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