UID:
edoccha_9958126677502883
Format:
1 online resource (486 p.)
ISBN:
0-08-092429-8
Series Statement:
Strategies and Tactics in Organic Synthesis ; v.2
Content:
This is a unique account of the synthesis of organic molecules. All of the contributors are acknowledged experts in organic synthesis.
Note:
Description based upon print version of record.
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""Front Cover""; ""Strategies and Tactics in Organic Synthesis""; ""Copyright Page""; ""Table of Contents""; ""CONTRIBUTORS""; ""FOREWORD""; ""PREFACE""; ""Chapter 1. DIELS-ALDER REACTIONS OF HETEROCYCLIC AZADIENES: DEVELOPMENT OF A STRATEGY FOR THE TOTAL SYNTHESIS OF STREPTONIGRIN, LAVENDAMYCIN, AND SYNTHETIC QUINOLINE-5,8-QUINONES""; ""I. Introduction""; ""II. Methodology Development. Inverse Electron Demand Diels-Alder Reactions of Electron-Deficient Azadienes: 1,2,4-Triazines, 1,3,5-Triazines, 1,2,4,5-Tetrazines, 1,2-Diazines""; ""III. Formal Total Synthesis of Streptonigrin""
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""IV. Total Synthesis of Lavendamycin Methyl Ester""""V. Divergent Introduction of the Streptonigrin/Lavendamycin Quinoline-5,8-quinone AB Ring Systems""; ""VI. Structure-Activity Studies: Experimental Probes of the Chemical Mechanism of Action of Streptonigrin, Lavendamycin, and Synthetic Quinoline-5,8-quinones""; ""Acknowledgments""; ""References""; ""Chapter 2. STUDIES IN SESQUITERPENE SYNTHESIS: (±)-QUADRONE AND (+)-PHYLLANTHOCIN""; ""I. Introduction""; ""II. Quadrone""; ""III. Phyllanthocin""; ""IV. Summary""; ""Acknowledgments""; ""References""
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""Chapter 3. THE TOTAL SYNTHESIS OF RETIGERANIC ACID""""I. Introduction""; ""II. Retrosynthetic Analysis: The Initial Plan""; ""III. The frans-Hydrindane Problem: Rapid Progress and False Hope""; ""IV. The Diels-Alder Reaction: Revealing an Error""; ""V. The frans-Hydrindane Problem: Multiple Solutions""; ""VI. Success of the Diels-Alder Reaction: Construction of a Tricyclic Intermediate""; ""VII. Reversible 2 + 2s: A Change in Strategy""; ""VIII. Success of the Intramolecular 2 + 2: Construction of a Pentacyclic Intermediate""
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""IX. Ring Expansions and Contractions: The Total Synthesis of Retigeranic Acid""""X. The Natural Product: Retigeranic Acid-A and Retigeranic Acid-B""; ""Acknowledgments""; ""References""; ""Chapter 4. CARBOCYCLES FROM CARBOHYDRATES: THE ""ANNULATED SUGAR"" APPROACH""; ""I. Introduction""; ""II. The General Protocol""; ""III. Synthetic Design""; ""IV. Actinobolin""; ""V. The Oxahydrindene Moiety of Avermectins""; ""VI. The Trichothecane System""; ""VII. The Triquinane System""; ""VIII. Conclusions""; ""Acknowledgments""; ""References""
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""Chapter 5. Î?-VALEROLACTONE ANNULATION: APPLICATION TO THE TOTAL SYNTHESIS OF QUADRONE""""I. Introduction""; ""II. Background""; ""III. Methods for Î?-Valerolactones and α-Pyrones""; ""IV. Basic Strategy for Quadrone""; ""V. Synthesis of Quadrone""; ""VI. Conclusion""; ""Acknowledgments""; ""References""; ""Chapter 6. THE TOTAL SYNTHESIS OF SAXITOXIN""; ""I. Introduction""; ""II. The Nitrile Oxide Route to Saxitoxin""; ""III. The Azomethine Imine Route to Saxitoxin""; ""IV. Summary""; ""Acknowledgements""; ""References""
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""Chapter 7. PROBLEM SOLVING IN ORGANIC SYNTHESIS: THE FALSE STEPS, FAILED PATHWAYS, AND ULTIMATELY SUCCESSFUL ROUTE TO THE BOTTOM HALF OF IVERMECTIN""
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English
Additional Edition:
ISBN 0-12-450281-4
Additional Edition:
ISBN 1-322-26734-0
Language:
English
