Transition Metals for Organic Synthesis: Building Blocks and Fine Chemicals, Second Revised and Enlarged Edition

Copyright © 2004 WILEY-VCH Verlag GmbH & Co. KGaA

Transition Metals for Organic Synthesis: Building Blocks and Fine Chemicals, Second Revised and Enlarged Edition

Editor(s): M. Beller, C. Bolm

Published Online: 5 FEB 2008

Print ISBN: 9783527306138

Online ISBN: 9783527619405

DOI: 10.1002/9783527619405

About this Book

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The definitive standard reference on the topic - now in its second, expanded edition with 20% more content and new chapters about ionic liquids, high pressure chemistry, the use of microwave technology and many more.

The two-volume "Beller/Bolm" presents the numerous applications in both academic and industrial research in a clearly structured manner. The fundamentals, catalytic and stoichiometric reactions with transition metals such as hydroformylation, amidocarbonylation and the Pauson-Khand reaction are treated in the first volume. The second volume focuses on hydrogenations and oxidations, as well as more modern methods, including the use of microwaves or ionic liquids.

The top editors, Matthias Beller and Carsten Bolm, have put together an international team of over 70 renowned authors, including two Nobel laureates, to guarantee first-class contributions. Readers in academia or industry will find here rapid access to this thorough and indispensable compendium.

Table of contents

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      Frontmatter (pages I–XIX)

  2. Part 1: General

    1. Chapter 1.1

      Basic Aspects of Organic Synthesis with Transition Metals (pages 2–14)

      Barry M. Trost

    2. Chapter 1.2

      Concepts for the Use of Transition Metals in Industrial Fine Chemical Synthesis (pages 15–25)

      Wilhelm Keim

  3. Part 2: Transition Metal-Catalyzed Reactions

    1. Chapter 2.1

      Hydroformylation: Applications in the Synthesis of Pharmaceuticals and Fine Chemicals (pages 28–55)

      Matthias Beller and Kamal Kumar

    2. Chapter 2.2

      New Synthetic Applications of Tandem Reactions under Hydroformylation Conditions (pages 57–85)

      Peter Eilbracht and Axel M. Schmidt

    3. Chapter 2.3

      Multiple Carbon-Carbon Bond Formations under Hydroformylation Conditions (pages 87–111)

      Peter Eilbracht and Axel M. Schmidt

    4. Chapter 2.4

      Hydrocarboxylation and Hydroesterification Reactions Catalyzed by Transition Metal Complexes (pages 113–132)

      Bassam El Ali and Howard Alper

    5. Chapter 2.5

      The Amidocarbonylation of Aldehydes (pages 133–148)

      Axel Jacobi von Wangelin, Helfried Neumann, Dirk Gördes and Matthias Beller

    6. Chapter 2.6

      Transition Metal-catalyzed Alkene and Alkyne Hydrocyanations (pages 149–156)

      Albert L. Casalnuovo and T. V. Rajan Babu

    7. Chapter 2.7

      Cyclopropanation (pages 157–170)

      Andreas Pfaltz

    8. Chapter 2.8

      Cyclomerization of Alkynes (pages 171–197)

      H. Bönnemann and W. Brijoux

    9. Chapter 2.9

      Isomerization of Olefin and the Related Reactions (pages 199–209)

      Sei Otsuka and Kazuhide Tani

    10. Chapter 2.10

      Coupling of Aryl and Alkyl Halides with Organoboron Reagents (Suzuki Reaction) (pages 211–229)

      Alexander Zapf

    11. Chapter 2.11

      Transition Metal-Catalyzed Arylation of Amines and Alcohols (pages 231–256)

      Alexander Zapf, Matthias Beller and Thomas H. Riermeier

    12. Chapter 2.12

      Catalytic Enantioselective Alkylation of Alkenes by Chiral Metallocenes (pages 257–269)

      Amir H. Hoveyda

    13. Chapter 2.13

      Palladium-Catalyzed Olefinations of Aryl Halides (Heck Reaction) and Related Transformations (pages 271–305)

      Matthias Beller, Alexander Zapf and Thomas H. Riermeier

    14. Chapter 2.14

      Palladium-Catalyzed Allylic Substitutions (pages 307–320)

      Andreas Heumann

    15. Chapter 2.15

      Alkene and Alkyne Metathesis in Organic Synthesis (pages 321–333)

      Oliver R. Thiel

    16. Chapter 2.16

      Homometallic Lanthanoids in Synthesis: Lanthanide Triflate-catalyzed Synthetic Reactions (pages 335–361)

      Shū Kobayashi

    17. Chapter 2.17

      Lanthanide Complexes in Asymmetric Two-Center Catalysis (pages 363–378)

      Masakatsu Shibasaki, Hiroaki Sasai and Naoki Yoshikawa

    18. Chapter 2.18

      Bismuth Reagents and Catalysts in Organic Synthesis (pages 379–394)

      Axel Jacobi von Wangelin

  4. Part 3: Transition Metal-Mediated Reactions

    1. Chapter 3.1

      Fischer-Type Carbene Complexes (pages 396–425)

      Karl Heinz Dötz and Ana Minatti

    2. Chapter 3.2

      Titanium–Carbene Mediated Reactions (pages 427–447)

      Nicos A. Petasis

    3. Chapter 3.3

      The McMurry Reaction and Related Transformations (pages 449–468)

      Alois Fürstner

    4. Chapter 3.4

      Chromium(II)-Mediated and -Catalyzed C-C Coupling Reactions (pages 469–481)

      David M. Hodgson and Paul J. Comina

    5. Chapter 3.5

      Manganese(III)-Based Oxidative Free-Radical Cyclizations (pages 483–490)

      Barry B. Snider

    6. Chapter 3.6

      Titanium-Mediated Reactions (pages 491–517)

      Rudolf O. Duthaler, Frank Bienewald and Andreas Hafner

    7. Chapter 3.7

      Zinc-Mediated Reactions (pages 519–551)

      Axel Jacobi von Wangelin and Mathias U. Frederiksen

    8. Chapter 3.8

      The Conjugate Addition Reaction (pages 553–562)

      A. Alexakis

    9. Chapter 3.9

      Carbometalation Reactions of Zinc Enolate Derivatives (pages 563–573)

      Daniella Banon-Tenne and Ilan Marek

    10. Chapter 3.10

      Iron Acyl Complexes (pages 575–583)

      Karola Rück-Braun

    11. Chapter 3.11

      Iron–Diene Complexes (pages 585–599)

      Hans-Joachim Knölker

    12. Chapter 3.12

      Chromium-Arene Complexes (pages 601–617)

      Hans-Günther Schmalz and Florian Dehmel

    13. Chapter 3.13

      Pauson-Khand Reactions (pages 619–632)

      D. Strübing and M. Beller

  5. Part 1: Reductions

    1. Chapter 1.1

      Homogeneous Hydrogenations (pages 2–123)

      Armin Börner and Jens Holz

    2. Chapter 1.2

      Heterogeneous Hydrogenation: a Valuable Tool for the Synthetic Chemist (pages 125–143)

      Hans-Ulrich Blaser, Heinz Steiner and Martin Studer

    3. Chapter 1.3

      Transferhydrogenations (pages 145–166)

      Serafino Gladiali and Elisabetta Alberico

    4. Chapter 1.4

      Hydrosilylations (pages 167–191)

      K. Yamamoto and T. Hayashi

    5. Chapter 1.5

      Transition Metal-Catalyzed Hydroboration of Olefins (pages 193–198)

      Gregory C. Fu

  6. Part 2: Oxidations

    1. Chapter 2.1

      Basics of Oxidations (pages 200–213)

      Roger A. Sheldon and Isabel W.C.E. Arends

    2. Chapter 2.2

      Oxidations of C–H Compounds Catalyzed by Metal Complexes (pages 215–241)

      Georgiy B. Shul'Pin

    3. Chapter 2.3

      Allylic Oxidations (pages 243–265)

      Helena Grennberg and Jan-E. Bäckvall

    4. Chapter 2.4

      Metal-Catalyzed Baeyer-Villiger Reactions (pages 267–274)

      Carsten Bolm, Chiara Palazzi and Oliver Beckmann

    5. Chapter 2.5

      Asymmetric Dihydroxylation (pages 275–307)

      Hartmuth C. Kolb and K. Barry Sharpless

    6. Chapter 2.6

      Asymmetric Aminohydroxylation (pages 309–336)

      Hartmuth C. Kolb and K. Barry Sharpless

    7. Chapter 2.7

      Epoxidations (pages 337–377)

      Tsutomu Katsuki

    8. Chapter 2.8

      Wacker-Type Oxidations (pages 379–388)

      Lukas Hintermann

    9. Chapter 2.9

      Catalyzed Asymmetric Aziridinations (pages 389–402)

      Christian Mößner and Carsten Bolm

    10. Chapter 2.10

      Catalytic Amination Reactions of Olefins and Alkynes (pages 403–414)

      Matthias Beller, Annegret Tillack and Jaysree Seayad

    11. Chapter 2.11

      Polyoxometalates as Catalysts for Oxidation with Hydrogen Peroxide and Molecular Oxygen (pages 415–426)

      Ronny Neumann

    12. Chapter 2.12

      Oxidative Cleavage of Olefins (pages 427–436)

      Fritz E. Kühn, Richard W. Fischer, Wolfgang A. Herrmann and Thomas Weskamp

    13. Chapter 2.13

      Aerobic, Metal-Catalyzed Oxidation of Alcohols (pages 437–478)

      IstváN. E. Markó, Paul R. Giles, Masao Tsukazaki, Arnaud Gautier, Raphaël Dumeunier, Kanae Doda, Freddi Philippart, Isabelle Chellé-Regnault, Jean-Luc Mutonkole, Stephen M. Brown and Christopher J. Urch

    14. Chapter 2.14

      Catalytic Asymmetric Sulfide Oxidations (pages 479–495)

      H. B. Kagan and T. O. Luukas

    15. Chapter 2.15

      Amine Oxidation (pages 497–507)

      Shun-Ichi Murahashi and Yasushi Imada

  7. Part 3: Special Topics

    1. Chapter 3.1

      Two-Phase Catalysis (pages 510–525)

      D. Sinou

    2. Chapter 3.2

      Transition Metal-Based Fluorous Catalysts (pages 527–543)

      Rosenildo Corrêa da Costa and J. A. Gladysz

    3. Chapter 3.3

      Organic Synthesis with Transition Metal Complexes using Compressed Carbon Dioxide as Reaction Medium (pages 545–558)

      Giancarlo Franció and Walter Leitner

    4. Chapter 3.4

      Transition Metal Catalysis using Ionic Liquids (pages 559–572)

      Peter Wasserscheid

    5. Chapter 3.5

      Transition Metals in Photocatalysis (pages 573–581)

      H. Hennig

    6. Chapter 3.6

      Transition Metals in Radiation-Induced Reactions for Organic Synthesis: Applications of Ultrasound (pages 583–596)

      Pedro Cintas

    7. Chapter 3.7

      Applications of Microwaves (pages 597–608)

      J. Lee and D. J. Hlasta

    8. Chapter 3.8

      Transition Metal Catalysis under High Pressure in Liquid Phase (pages 609–622)

      Oliver Reiser

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      Subject Index (pages 633–662)

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