Redox Glycosidation: A Stereoselective Synthesis of Sucrose / A.G.M. Barrett |
Solution of Complex Stereochemical Problems with the Aid of Molecular Mechanics-Based Modeling: An Application to the Total Synthesis of (+)-Pleuromutilin / R.K. Boeckman, Jr |
Total Synthesis of (+)-Ginkgolide B / M.C. Desai ; A.K. Ghosh ; M. Kang ; I.N. Houpis |
Synthetic Studies on Pentacyclic Quassinoids / B. Ganem |
Total Synthesis of Taxusin: An Initial Step toward Taxol Synthesis / R.A. Holton |
Three and One-Half Approaches to the Synthesis of Pederin / P. Kocie*aanski ; K. Jarowicki ; S. Marczak ; T.M. Willson |
The Champagne Route to Avermectins and Milbemycins / S.V. Ley ; A. Armstrong |
The Total Synthesis of (+)-Neolemnane and (+)-14-Deoxyisoamijiol: "The Rest of the Story." / G. Majetich |
Synthesis of Cembranoid Natural Products by Intramolecular SE' Additions of Allylic Stannanes to Ynals / J.A. Marshall |
Synthesis of Cancer Growth-Inhibiting Diterpene: Spatol / R.G. Salomon |
Total Synthesis of the FK506/FKBP Complex / J.A. Ragan, R.F. Standaert ; S.L. Schreiber |
Total Synthesis of (-)FK506 / R.P. Volante |
An Industrial Perspective on Total Synthesis; Penem Antibacterial CP-70,429 / R.A. Volkmann ; B.T. O'Neill |
Chapter References |
Index |
Methodology Validation and Structure Correction by Total Synthesis: the Case of the Clerodane Diterpenoid, Sacacarin / 1: |
Total Synthesis of ( )-Cylindrospermopsin / 2: |
The Total Synthesis of (-)-Arisugacin A / 3: |
Total Synthesis of Kainoids by Dearomatizing Anionic Cyclization / 4: |
Total Synthesis of Jatrophatrione, an Unprecedented [5.9.5] Tricyclic Antileukemic Diterpene / 5: |
Alkynyliodonium Salts in Organic Synthesis / 6: |
How to Thread a String Through the Eye of a Molecular Needle: Template Synthesis of Interlocked Molecules / M. Kogej7: |
Total Synthesis of Spongistatin 1 (Altohyrtin A): a Tale of Ten Aldols / 8: |
The Ring-Closing Metathesis Approach to Fumagillol / 9: |
Devising an Especially Efficient Route to the 'Miracle' Nutrient Coenzyme Q10 / 10: |
Total Synthesis of Lipid I and Lipid II: Late Stage Intermediates Utilized in Bacterial Cell Wall Biosynthesis / 11: |
Ring Rearrangement Metathesis (RRM) - A New Concept in Piperidine and Pyrrolidine Synthesis / 12: |
Catalytic Asymmetric Total Synthesis of (-) -Strychnine and Fostriecin / 13: |
The Synthesis of () úStrychnine via a Cobalt Mediated [2 + 2 + 2] Cycloaddition / 14: |
Total Synthesis of RK-397 / chapter 1: |
A Formal Total Synthesis of The Marine Diterpenoid, Diisocyanoadociane / chapter 2: |
Total Syntheses of Zoapatanol / chapter 3: |
Synthesis of Molecular Tweezers and Clips by The use of a Molecular Lego set and Their Supramolecular Functions / chapter 4: |
Application of C-Glycosides in The Total Synthesis of (-)-Gambierol / chapter 5: |
A Biomimetic Approach to the Ocaglamides Employing Photogeneration of Oxidopyryliums Derived From 3-Hydroxyflavones / chapter 6: |
Synthesis Studies of Dolabellanes and Transannular Processes Leading to Related Diterpenes / chapter 7: |
Diphenyloxazinones: Versatile Templates for the Asymmetric Synthesis of -Amino acids, Peptide Isosteres, and Natural Products / chapter 8: |
Rhodium-Catalyzed Cycloisomerization Reactions of Allenes in Diversity-Oriented Synthesis / chapter 9: |
Hydrogen-Bond-Mediated Organic Synthesis in the Solid State / chapter 10: |
Total Syntheses of Natural Products Using the Combined Ch Activation/Cope Rearrangement as The Key Step / chapter 11: |
The Total Synthesis of Amphibian Alkaloids Using the Intramolecular Schmidt Reaction / chapter 12: |
Seduced by a Sirens Call: Expanding Applications for Aromatic Compounds and the Synthesis of (+)-Rishirilide B / chapter 13: |
Contributors |
Foreword |
Preface |
Total Syntheses of Solandelactones E and F / Anna Robinson ; Catherine J. Fletcher ; Varinder K. Aggarwal |
Introductions and Background |
Retrosynthetic Analysis |
Synthesis of Solandelactone E |
Synthesis of Solandelactone F |
Conclusions |
References |
The Marine Alkaloid Halichlorine: Its Defenses and Its Defeat / Derrick L. J. Clive |
Introduction |
The First Approach |
The First Surprise |
The Second Approach |
Saved by Selenium |
A Stereochemical Disaster-But a Blessing in Disguise |
The Ring A Problem and the Development of a General Annulation Method |
The Continuing Saga of Ring A |
Formation of the Macrolactone |
The Optical Purity Problem |
Conclusion |
Acknowledgments |
An Adventure in Synthesis Inspired by the Pseudolaric Acids / Pauline Chiu |
How this Chemist Came to Be |
Pseudolaric Acids |
The First Strategy |
Development of the Copper Hydride-Induced Reductive Aldol Cyclization |
The Second Strategy to Pseudolaric Acid A |
Case 1: When Model Reactions Fail |
Case 2: When Model Reactions Fail |
Too Happy too Quickly, and the Importance of IR Spectroscopy |
But it was not Time to Give Up |
Other Natural Products |
Epilogue |
Total Synthesis of Papulacandin D / Tetsuya Kobayashi ; Christopher S. Regens ; Scott E. Denmark |
Introduction and Background |
Preparation of the Spirocyclic Aryl Glycoside |
Synthesis of Fatty Acid Side Chain 26 and Acylation |
Studies on the Global Deprotection to Synthesize Papulacandin D |
New Protecting Group Strategy |
Global Deprotection |
Asymmetric Total Synthesis of the Antitumor Sesquiterpenoid (+)-Eremantholide A / Karl J. Hale ; Yi Li |
Prologue (Karl J. Hale) |
Introduction: Background and Previous Total Syntheses of (+)-Eremantholide A |
The Hale-Li Retrosynthetic Analysis of (+)-Eremantholide A |
The Hale-Li Total Synthesis of (+)-Eremantholide A (17) |
Acknowledgment |
A Chemo- and Diastereoselective Ring Closing Metathesis Macrocyclization Approach to the Total Syntheses of Aigialomycin C and D / Naval Bajwa ; Michael P. Jennings |
Initial Retrosynthetic Analysis of Aigialomycin D |
Second Generation Retrosynthetic Analysis of Aigialomycin D |
Third Retrosynthetic Analysis of Aigialomycin D |
Regio- and Stereoselective Metal-Catalyzed Reactions and Their Application to a Total Synthesis of (-)-Dactylolide / Daesung Lee ; Ivan Volchkov |
Review of Previous Total Syntheses |
New Synthetic Methods Development and Application |
Completion of Dactylolide Synthesis |
Summary |
Development of a General Approach to the Leucetta-Derived Alkaloids / Carl J. Lovely |
Strategic Considerations |
C4-Substituted Derivatives |
C4,C5-Substituted Derivatives |
Naphthimidazole Derivatives |
Oxidized Derivatives |
The Adventure of Abudinol and the Misadventure of Muzitone / Frank E. McDonald ; Rongbiao Tong ; Matthew A. Boone ; Jason C. Valentine |
Introduction: Identification of Marine Polyether Terpenes as a Synthetic Target |
First-Generation Synthesis of Abudinol B |
Second-Generation Synthesis of Abudinol B |
Synthesis of the Purported Structure of Muzitone |
Conclusion: Biosynthetic Considerations in the Proposal of Other Structures for Muzitone |
In Pursuit of an Elusive Target: Our Kendomycin Story / Harry J. Martin ; Thomas Magauer ; Johann Mulzer |
Synthetic Approaches to Kendomycin |
Synthesis of the Lycopodium Alkaloid Lyconadin A: Discovery of a Unique C-N Bond Forming Reaction / Richmond Sarpong |
The Lycopodium Alkaloids |
The Selection of Lyconadin A |
Initial Thoughts on Strategy |
Successful Execution of a Strategy to Lyconadin A |
Studies of the Oxidative C-N Bond Formation |
Selective Alkane C-H Bond Substitutions: Strategies for the Preparation of Functionalized Diamondoids (Nanodiamonds) / Andrey A. Fokin ; Peter R. Schreiner |
Diamondoid C-H Bond Substitutions: An Exercise in Preparative Alkane Functionalization |
Selectivities and Mechanisms |
Concluding Remarks |
A Dipolar Cycloaddition Strategy for the Synthesis of 3,8-DiazabicycIo[3.2.1]Octane Tetrahydroisoquinoline Antitumor Antibiotics: The Total Synthesis of (-)-Lemonomycin / Eric Ashley ; Brian Stoltz |
Lemonomycin and the Tetrahydroisoquinoline Antitumor Antibiotics |
Strategic Considerations for the Synthesis of (-)-Lemonomycin |
Retrosynthetic Analysis of Lemonomycin |
The Total Synthesis of (-)-Lemonomycin |
Studies on the Synthesis of the Apoptolidins / Stephen T. Chau ; Gary A. Sulikowski ; Bin Wu |
Biosynthesis |
Total Syntheses of Apoptolidin A |
Total Syntheses of Apoptolidinone A and D |
Precursor-Directed Glycosylation |
Conclusion and Epilogue |
The Story Behind the Total Synthesis of Vibsanin E and 5-ep/-Vibsanin E / Craig M. Williams15: |
Redox Glycosidation: A Stereoselective Synthesis of Sucrose / A.G.M. Barrett |
Solution of Complex Stereochemical Problems with the Aid of Molecular Mechanics-Based Modeling: An Application to the Total Synthesis of (+)-Pleuromutilin / R.K. Boeckman, Jr |
Total Synthesis of (+)-Ginkgolide B / M.C. Desai ; A.K. Ghosh ; M. Kang ; I.N. Houpis |