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Palladium Reagents and Catalysts: New Perspectives for the 21st Century

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Palladium Reagents and Catalysts: New Perspectives for the 21st Century, Andreas Herrmann, 9780470850329

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Jiro Tsuji, one of the pioneers in this field of organic synthesis, provides synthetic organic chemists with a remarkable overview of the many applications of organopalladium chemistry. Tsuji discusses the recent developments in the field as well as the explosive growth over the last five years. Highlighting the most recent discoveries in this rapidly expanding field, the book; * Focuses on new aspects of organopalladium chemistry, putting emphasis on synthetic applications * Investigates the new perspectives on the synthetic uses of contemporary organopalladium chemistry This volume, together with Innovations in Organic Synthesis, Tsuji’s previous title, provides complete coverage of over 40 years of organopalladium chemistry. Palladium Reagents and Catalysts: New Perspectives for the 21st Century is an essential reference source and companion for students, and both industrial and academic research chemists working in organic synthesis, particularly on synthesis of natural products and medicinal compounds. Those studying development of new synthetic methodology and organometallic chemistry will also find this book valuable. Preface. Abbreviations. 1 The Basic Chemistry of Organopalladium Compounds. 1.1 Characteristic Features of Pd-Promoted or -Catalyzed Reactions. 1.2 Palladium Compounds, Complexes, and Ligands Widely Used in Organic Synthesis. 1.3 Fundamental Reactions of Pd Compounds. References. 2 Oxidative Reactions with Pd(II) Compounds. 2.1 Introduction. 2.2 Reactions of Alkenes. 2.3 Stoichiometric Reactions of Pi-Allyl Complexes. 2.4 Reactions of Conjugated Dienes. 2.5 Reactions of Allenes. 2.6 Reaction of Alkynes. 2.7 Homocoupling and Oxidative Substitution Reactions of Aromatic Compounds. 2.8 Regioselective Reactions Based on Chelation and Participation of Heteroatoms. 2.9 Oxidative Carbonylation of Alcohols and Amines. 2.10 Oxidation of Alcohols. 2.11 Enone Formation from Ketones and Cycloalkenylation. References. 3 Pd(0)-Catalyzed Reactions of sp2Organic Halides and Pseudohalides. 3.1 Introduction. 3.2 Reactions with Alkenes (Mizoroki-Heck Reaction). References. 3.3 Reactions of Aromatics and Heteroaromatics. References. 3.4 Reactions with Alkynes. References. References. 3.5 Carbonylation and Reactions of Acyl Chlorides. References. 3.6 Cross-Coupling Reactions with Organometallic Compounds of the Main Group Metals via Transmetallation. References. References. 3.7 Arylation and Alkenylation of C, N, O, S, and P Nucleophiles. References. References. References. References. 3.8 Miscellaneous Reactions of Aryl Halides. References. References. References. 4 Pd(0)-Catalyzed Reactions of Allylic Compounds via Pi-Allylpalladium Complexes. 4.1 Introduction and Range of Leaving Groups. 4.2 Allylation. 4.3 Reactions with Main Group Organometallic Compounds via Transmetallation. 4.4 Carbonylation Reactions. 4.5 Intramolecular Reactions with Alkenes and Alkynes. 4.6 Hydrogenolysis of Allylic Compounds. 4.7 Allyl Group as a Protecting Group. 4.8 1,4-Elimination. 4.9 Reactions via Pi-Allylpalladium Enolates. 4.10 Pd(0) and Pd(II)-Catalyzed Allylic Rearrangement. 4.11 Reactions of 2,3-Alkadienyl Derivatives via Methylene-Pi-allylpalladiums. References. 5 Pd(0)-Catalyzed Reactions of 1,3-Dienes, 1,2-Dienes (Allenes), and Methylenecyclopropanes. 5.1 Reactions of Conjugated Dienes. 5.2 Reactions of Allenes. 5.3 Reactions of Methylenecyclopropanes. References. 6 Pd(0)-Catalyzed Reactions of Propargyl Compounds. 6.1 Introduction and Classification of Reactions. 6.2 Reactions via Insertion of Alkenes and Alkynes. 6.3 Carbonylations. 6.4 Reactions of Main Group Metal Compounds. 6.5 Reactions of Terminal Alkynes; Formation of 1,2-Alkadien-4-ynes. 6.6 Reactions of Nucleophiles on Central sp Carbon of Allenylpalladium Intermediates. 6.7 Hydrogenolysis and Elimination of Propargyl Compounds. References. 7 Pd(0)- and Pd(II)-Catalyzed Reactions of Alkynes and Benzynes. 7.1 Reactions of Alkynes. 7.2 Reactions of Benzynes. 8 Pd(0)-Catalyzed Reactions of Alkenes. 8.1 Carbonylation. 8.2 Hydroamination. 8.3 Hydrometallation. 8.4 Miscellaneous Reactions. References. 9 Pd(0)-Catalyzed Miscellaneous Reactions of Carbon Monoxide. References. 10 Miscellaneous Reactions Catalyzed by Chiral and Achiral Pd(II) Complexes. References. Tables 1.1 to 1.18. Index.

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