Organic Synthesis Highlights II

Copyright © 1995 VCH Verlagsgesellschaft mbH

Organic Synthesis Highlights II

Editor(s): Herbert Waldman

Published Online: 26 MAR 2008

Print ISBN: 9783527292004

Online ISBN: 9783527619948

DOI: 10.1002/9783527619948

About this Book

Product Information

About The Product

Like its predecessor, Organic Synthesis Highlights II surveys recent accomplishments and current trends in synthetic organic chemistry.

Part I describes new methods and reagents including asymmetric carbon-carbon bond formation with metallocenes and with enzymes, via temporary silicon connections, and by means of carbohydrate complexes. Part II describes landmarks in the synthesis of natural products and surveys synthetic strategies to different classes of natural products.

The forty essays in this volume bear witness to the creativity and talent which have led to the recent advances in the field. Both advanced students and researchers active in the field will welcome this as a source of ideas and inspiration.

Table of contents

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      Frontmatter (pages i–x)

  2. Part I: New Methods and Reagents for Organic Synthesis - A. Asymmetric Synthesis

    1. Chapter 1

      Asymmetric Synthesis: The Sharpless Epoxidation (pages 2–8)

      Dieter Schinzer

    2. Chapter 2

      Enantioselective cis-Dihydroxylation (pages 9–18)

      Herbert Waldmann

    3. Chapter 3

      Enantioselective Deprotonation and Protonation (pages 19–27)

      Herbert Waldmann

    4. Chapter 4

      Carbohydrate Complexes in Enantioselective Carbon-Carbon Bond Formation (pages 29–36)

      Karl Heinz Dötz

    5. Chapter 5

      Asymmetric Aza-Diels-Alder Reactions (pages 37–47)

      Herbert Waldmann

    6. Chapter 6

      C2-Symmetric Amines as Chiral Auxiliaries (pages 49–58)

      Herbert Waldmann

  3. Part I: New Methods and Reagents for Organic Synthesis - B. Organometallic Reagents in Organic Synthesis

    1. Chapter 7

      Iron η5-Complexes in Organic Synthesis (pages 59–64)

      Dieter Schinzer

    2. Chapter 8

      Rhodium-Catalyzed Carbenoid Cyclizations (pages 65–74)

      Karl Heinz Dötz

    3. Chapter 9

      Nickel-Activated C1-Synthons (pages 75–82)

      Karl Heinz Dötz

    4. Chapter 10

      Aminocarbene Complexes in Ligand- and Metal-Centered Carbon-Carbon Bond Formation (pages 83–90)

      Karl Heinz Dötz

    5. Chapter 11

      Organolanthanides in Reduction and Nucleophilic Addition Methodology (pages 91–97)

      Karl Heinz Dötz

    6. Chapter 12

      Carbon-Carbon Bond Formation with Group Four Metallocenes (pages 99–113)

      Martin Maier

    7. Chapter 13

      Aluminum Enolates (pages 115–121)

      Herbert Waldmann

  4. Part I: New Methods and Reagents for Organic Synthesis - C. Silicon in Organic Synthesis

    1. Chapter 14

      Silicon in Organic Synthesis: Selective Transformations with Pentacoordinate Silicon Compounds (pages 123–127)

      Dieter Schinzer

    2. Chapter 15

      Oxidative Cleavage of Silicon-Carbon Bonds (pages 129–134)

      Dieter Schinzer

    3. Chapter 16

      Temporary Silicon Connections (pages 135–146)

      Martin Maier

  5. Part I: New Methods and Reagents for Organic Synthesis - D. Enzymes in Organic Synthesis

    1. Chapter 17

      Enzymes in Organic Synthesis: Enzymatic Carbon-Carbon Bond Formation (pages 147–155)

      Herbert Waldmann

    2. Chapter 18

      Enzymatic Synthesis of O-Glycosides (pages 157–166)

      Herbert Waldmann

  6. Part I: New Methods and Reagents for Organic Synthesis - E. Cyclization Reactions

    1. Chapter 19

      Cyclization Reactions: Electrophilic Cyclizations to Heterocycles: Iminium Systems (pages 167–172)

      Dieter Schinzer

    2. Chapter 20

      Electrophilic Cyclizations to Heterocyles: Oxonium Systems (pages 173–179)

      Dieter Schinzer

    3. Chapter 21

      Electrophilic Cyclizations to Heterocycles: Sulfonium Systems (pages 181–185)

      Dieter Schinzer

    4. Chapter 22

      Polycyclization as a Strategy in the Synthesis of Complex Alkaloids (pages 187–192)

      Dieter Schinzer

  7. Part I: New Methods and Reagents for Organic Synthesis - F. General Methods and Reagents for Organic Synthesis

    1. Chapter 23

      General Methods and Reagents for Organic Synthesis: Domino Reactions (pages 193–202)

      Herbert Waldmann

    2. Chapter 24

      Group Selective Reactions (pages 203–222)

      Martin Maier

    3. Chapter 25

      Hypervalent Iodine Reagents (pages 223–230)

      Herbert Waldmann

    4. Chapter 26

      Furan as a Building Block in Synthesis (pages 231–242)

      Martin Maier

    5. Chapter 27

      Fluorine in Organic Synthesis (pages 243–247)

      Rolf Bohlmann

  8. Part II: Applications in Total Synthesis - A. Synthetic Routes to Different Classes of Natural Products and Analogs Thereof

    1. Chapter 28

      Synthetic Routes to Different Classes of Natural Products and Analogs Thereof: Synthesis of Hydroxyethylene Isosteric Dipeptides (pages 250–259)

      Rolf Henning

    2. Chapter 29

      Synthesis of Natural Products for Plant Protection (pages 261–276)

      Hans-Peter Fischer

    3. Chapter 30

      Penems: A New Generation of β-Laetam Antibiotics (pages 277–288)

      Gottfried Sedelmeier

    4. Chapter 31

      Synthesis of O-Glycosides (pages 289–299)

      Herbert Waldmann

    5. Chapter 32

      Carbacyclines: Stable Analogs of Prostacyclines (pages 301–307)

      Dieter Schinzer

    6. Chapter 33

      Synthesis of Mitomycins (pages 309–314)

      Herbert Waldmann

    7. Chapter 34

      Syntheses of Ergot Alkaloids (pages 315–321)

      Thomas Brumby

    8. Chapter 35

      Enantioselective Synthesis of Piperidine Alkaloids (pages 323–334)

      Peter Hammann

    9. Chapter 36

      Taxanes: An Unusual Class of Natural Products (pages 335–347)

      Dieter Schinzer

  9. Part II: Applications in Total Synthesis - B. Synthesis of Individual Natural Products

    1. Chapter 37

      Synthesis of Individual Natural products: CC-1065: One of the Most Powerful Anti-Tumor Compounds (pages 349–356)

      Dieter Schinzer

    2. Chapter 38

      Syntheses of Morphine (pages 357–369)

      Martin Maier

    3. Chapter 39

      Synthesis of Calicheamitin γ1I (pages 371–380)

      Herbert Waldmann

    4. Chapter 40

      Total Synthesis of Rapamycin (pages 381–391)

      Martin Maier

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      Subject Index (pages 393–407)

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