Ruthenium in organic synthesis


Ruthenium in organic synthesis

Shun-Ichi Murahashi (ed.)

Wiley-VCH, c2004

大学図書館所蔵 件 / 20




In this comprehensive book, one of the leading experts, Shun-Ichi Murahashi, presents all the important facets of modern synthetic chemistry using Ruthenium, ranging from hydrogenation to metathesis. In 14 contributions, written by an international authorship, readers will find all the information they need about this fascinating and extraordinary chemistry. The result is a high quality information source and a indispensable reading for everyone working in organometallic chemistry. From the contents: Introduction (S.-I. Murahashi) Hydrogenation and Transfer Hydrogenation (M. Kitamura and R. Noyori) Oxidations (S.-I. Murahashi and N. Komiya) Carbon-Carbon Bond Formations via Ruthenacycle Intermediates (K. Itoh) Carbon-Carbon Bond Formation via pi-Allylruthenium Intermediates (T. Mitsudo) Olefin Metathesis (R. H. Grubbs) Cyclopropanation (H. Nishiyama) Nucleophilic Addition to Alkynes and Reactions via Vinylidene Intermediates (P. Dixneuf) Reactions via C-H Activation (N. Chatani) Lewis Acid Reactions (E. P. Kundig) Reactions with CO and CO2 (T. Mitsudo) Isomerization of Organic Substrates Catalyzed by Ruthenium Complexes (H. Suzuki) Radical Reactions (H. Nagashima) Bond Cleavage Reactions (S. Komiya)


Preface.List of Contributors.1. Introduction (S.-I. Murahashi).2. Hydrogenation and Transfer Hydrogenation (M. Kitamura and R. Noyori).2.1 Introduction.2.2 Hydrogenation.2.3 Transfer Hydrogenation.2.4 Concluding Remarks.3. Oxidation Reactions (S.-I. Murahashi and N. Komiya).3.1 Introduction.3.2 Dehydrogenative Oxidation.3.3 Oxidation with RuO43.4 Oxidation with Ruthenium Complex Catalysts and Oxidants.3.5 Conclusions.4. Carbon-Carbon Bond Formations via Ruthenacycle Intermediates (Y. Yamamoto and K. Itoh).4.1 Introduction.4.2 C-C Bond Formations Involving Ruthenacyclopentadiene/Ruthenacyclopentatriene.4.3 C-C Bond Formations Involving Ruthenacyclopentene.4.4 C-C Bond Formations Involving Ruthenacyclopentane.4.5 C-C Bond Formations Involving Ruthenacyclopentenedione and Ruthenacyclobutenone.4.6 Conclusion.5. Carbon-Carbon Bond Formation via p-Allylruthenium Intermediates (T. Kondo and T. Mitsudo).5.1 Introduction.5.2 Synthesis, Structure, and Reactivity of alpha-Allylruthenium Complexes.5.3 Catalytic Reactions via pi-Allylruthenium Intermediates.6. Ruthenium-Catalyzed Olefin Metathesis (R. H. Grubbs and T. M. Trnka).6.1 Introduction.6.2 Ruthenium Olefin Metathesis Catalysts.6.3 Applications of Ruthenium-Catalyzed Olefin Metathesis in Organic Synthesis.6.4 Summary.7. Ruthenium-Catalyzed Cyclopropanation (H. Nishiyama).7.1 Introduction.7.2 Asymmetric Catalytic Cyclopropanation.7.3 Non-Asymmetric Catalytic Cyclopropanation.7.4 Carbene-Complexes and Mechanisms.7.5 Conclusions.8. Nucleophilic Additions to Alkynes and Reactions via Vinylidene Intermediates (C. Fischmeister, C. Bruneau, and P. H. Dixneuf).8.1 Introduction.8.2 Addition of O-Nucleophiles.8.3 Addition of N-nucleophiles.8.4 Addition of P-Nucleophiles: Hydrophosphination.8.5 Hydrosilylation.8.6 Addition of C-H Bond to Alkynes.8.7 Conclusions.9. Ruthenium-Catalyzed Reactions via sp C-H, sp2 C-H, sp3 C-H, and C-Halogen Bond Activations (F. Kakiuchi and N. Chatani).9.1 Introduction.9.2 Activation of sp2 C-H Bonds.9.3 Addition of C-H Bonds in Aldehydes to C-C Multiple Bonds and Related Reactions.9.4 Activation of sp3 C-H Bonds.9.5 Addition of sp C-H Bonds in Acetylenes to C-C Multiple Bonds.9.6 Catalytic Reactions Involving Carbon-Halogen Bond Cleavage.9.7 Conclusions.10. Ruthenium Lewis Acid-Catalyzed Reactions (R. F. R. Jazzar and E. P. Kundig).10.1 Introduction.10.2 Ethers, Acetals, Carboxylic Acid Derivatives, and Epoxides.10.3 Ru-Promoted Additions to C=O and C"N Bonds.10.4 Activation of Organo-Sulfur Derivatives.10.5 Halide Substitution for Fluoride.10.6 Cycloaddition Reactions.11. Ruthenium-Catalyzed Reactions with CO and CO2 (T. Mitsudo and T. Kondo).11.1 Introduction.11.2 Reactions with Carbon Monoxide.11.3 Reactions with Carbon Dioxide.12. Isomerization of Organic Substrates Catalyzed by Ruthenium Complexes (H. Suzuki and T. Takao).12.1 Introduction.12.2 Isomerization of Alkenyl Alcohols to Aldehydes and Ketones.12.3 Isomerization of Propargyl Alcohols and Ethers.12.4 Isomerization of Functionalized Alkenes.12.5 Cycloisomerization of 1,6-Enynes and 1,6-Dienes.12.6 Racemization of Secondary Alcohols.12.7 Olefin Isomerization Promoted by the Grubbs Catalyst.13. Ruthenium-Promoted Radical Reactions (H. Nagashima).13.1 Introduction and Historical Background.13.2 Ruthenium-catalyzed Kharasch Addition (ATRA) in Organic Synthesis.13.3 Ruthenium-catalyzed Intramolecular Kharasch Addition (ATRC) in Organic Synthesis.13.4 Ruthenium-catalyzed Addition of Sulfonyl Chlorides to Alkenes in Organic Synthesis.13.5 Ruthenium-catalyzed Addition of Organic Halides and Sulfonylchlorides in Polymer Synthesis: ATRP.13.6 Summary and Perspective.14. Ruthenium-Catalyzed Bond Cleavage Reactions (S. Komiya and M. Hirano).14.1 Introduction.14.2 C-H Bond Activation Reactions.14.3 C-C Bond-Activation Reactions.14.4 Cleavage Reactions of Other Single Bonds.14.5 Conclusions.Index.

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