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Informationen zum Autor Jean Rodriguez is Professor and Director of the "Institut des Sciences Moléculaires de Marseille" at Aix-Marseille Université, with research interests including the development of new stereoselective domino and multicomponent reactions and their applications. He was awarded the ACROS prize in Organic Chemistry (1998) and the prize of the Division of Organic Chemistry (2009) from the French Chemical Society and was named a Distinguished Senior Member (2013) of the French Chemical Society. Damien Bonne is an assistant professor at Aix-Marseille Université, with research interests including the development of new asymmetric organocatalyzed methodologies and their application in stereoselective synthesis. Klappentext Combining the important research topic of multiple bond-forming transformations with green chemistry, this book helps chemists identify recent sustainable stereoselective synthetic sequences.* Combines the important research topic of multiple bond-forming transformations with green chemistry and sustainable development* Offers a valuable resource for preparing compounds with multiple stereogenic centers, an important field for synthetic chemists* Organizes chapters by molecular structure of final products, making for a handbook-style resource* Discusses applications of the synthesis of natural products and of drug intermediates* Brings together otherwise-scattered information about a number of key, efficient chemical reactions Zusammenfassung This book focuses on modern tools for efficient stereoselective synthesis proceeding exclusively with multiple bond-forming transformations (MBFTs), including examples of domino, multicomponent, or consecutive sequences. Inhaltsverzeichnis List of Contributors xiii Foreword xvii Preface xix 1 Definitions and Classifications of MBFTs 1 Damien Bonne and Jean Rodriguez 1.1 Introduction 1 1.2 Definitions 4 1.3 Conclusion and Outlook 6 References 7 PART I STEREOSELECTIVE SYNTHESIS OF HETEROCYCLES 9 2 Five-Membered Heterocycles 11 Hanmin Huang and Pan Xie 2.1 Introduction 11 2.2 Monocyclic Targets 12 2.2.1 1,3-Dipolar Cycloaddition 12 2.2.2 Michael Addition-Initiated Domino Process 20 2.2.3 Multicomponent Reactions 23 2.2.4 Carbohalogenation Reactions 26 2.2.5 Radical Processes 26 2.3 Fused Polycyclic Targets 28 2.3.1 Cycloaddition Reactions 28 2.3.2 Domino Cyclization Reactions 32 2.4 Bridged Polycyclic Targets 34 2.5 Conclusion and Outlook 36 References 37 3 Six-Membered Heterocycles 45 Giammarco Tenti, M. Teresa Ramos, and J. Carlos Menéndez 3.1 Introduction 45 3.2 Monocyclic Targets 47 3.2.1 Nitrogen-Only Heterocycles 47 3.2.2 Oxygen-Containing Heterocycles 58 3.3 Fused Polycyclic Targets 62 3.3.1 Nitrogen-Only Fused Polycyclic Targets 62 3.3.2 Oxygen-Containing Fused Polycyclic Targets 70 3.3.3 Sulfur-Containing Fused Polycyclic Targets 74 3.4 Bridged Polycyclic Targets 74 3.4.1 General Procedure for the Preparation of 2,6-DABCO-Derived Compounds 138 76 3.5 Polycyclic Spiro Targets 77 3.6 Summary and Outlook 79 References 79 4 Other Heterocycles 87 Qian Wang and Jieping Zhu 4.1 Introduction 87 4.2 Synthesis of Medium-Sized Monocyclic, Fused and Bridged Polycyclic Heterocycles 88 4.2.1 Ring Synthesis by Ring Transformation via Rearrangements/Ring Expansions 88 4.2.2 Ring Synthesis by Annulation 99 4.3 Summary and Outlook 109 References 109 PART II STEREOSELECTIVE SYNTHESIS OF CARBOCYCLES 115 5 Three- and Four-Membered Carbocycles 117 Renata Marcia de Figueiredo, Gilles Niel, and ...
