UID:
almahu_9948026649502882
Format:
1 online resource (565 p.)
ISBN:
1-299-19302-1
Series Statement:
Strategies and tactics in organic synthesis ; v. 3
Content:
Strategies and Tactics 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; GLOSSARY OF ABBREVIATIONS; CHAPTER 1. REDOX GLYCOSIDATION: A STEREOSELECTIVE SYNTHESIS OF SUCROSE; I. Prologue; II. Preparation of Selectively Protected and Hydroxy Acids; III. Development of a Redox Glycosidation Strategy via Ester Methylenation; IV. Redox Glycosidation via Thionoester Intermediates; V. The Synthesis of Sucrose; VI. Epilogue; References
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CHAPTER 2. SOLUTION OF COMPLEX STEREOCHEMICAL PROBLEMS WITH THE AID OF MOLECULAR MECHANICS-BASED MODELING: AN APPLICATION TO THE TOTAL SYNTHESIS OF (± )-PLEUROMUTILINI. Introduction; II. Conformational Analysis of Pleuromutilin Derivatives; III. Retrosynthetic Analysis; IV. Synthesis of Keto-Olefin 9: Investigation of the Oxy-Cope Sequence; V. Functionalization of Ring A: Our First Encounter with Transannular Effects; VI. Installation of the Stereogenic Centers Present on the 8-Membered Ring; VII. Conversion of the Fully Functionalized Intermediate to (± )-Pleuromutilin (1); VIII. Summary
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ReferencesCHAPTER 3. TOTAL SYNTHESIS OF (± )-GINKGOLIDE B; I. Introduction; II. The Retrosynthetic Analysis; III. Synthesis of Spirocyclic Intermediate 11; IV. Synthesis of Carboxylic Acid 10; V. The [2 + 2] Ketene-Olefin Cycloaddition Reaction [10-9]; VI. A Startling Outcome in the Photolysis Reaction: Confirmation of Stereochemistry; VII. Completion of Ring E: A Major Milestone Reached; VIII. Allylic Oxidation of 7: The Problem Resolved; IX. Construction of Ring C: An Inventive Solution to a Recalcitrant Problem; X. Completion of the Synthesis of Ginkgolide B; References
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CHAPTER 4. SYNTHETIC STUDIES ON PENTACYCLIC QUASSINOIDSI. Introduction; II. Synthetic Philosophy and Goals; III. Overall Synthetic Strategy; IV. The Diels-Alder Approach; V. The Conjugate Addition Approach; VI. Trouble at the Tricyclic Stage; VII. A Tetracyclic Route Triumphs; VIII. Onward to Pentacyclics; IX. Summary; References and Notes; CHAPTER 5. TOTAL SYNTHESIS OF TAXUSIN: AN INITIAL STEP TOWARD TAXOL SYNTHESIS; I. Background: The Taxane Diterpenes; II. Synthesis of the Taxane Skeleton; III. Synthesis of Taxusin; IV. Summary and Outlook; References and Notes
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CHAPTER 6. THREE AND ONE-HALF APPROACHES TO THE SYNTHESIS OF PEDERINI. Introduction; II. Isolation and Structure Proof; III. Biological Activity; IV. Synthesis of Pederin; V. Conclusion; References; CHAPTER 7. THE CHAMPAGNE ROUTE TO AVERMECTINS AND MILBEMYCINS; I. Introduction; II. The Challenge; III. Initial Plans and Results; IV. The Next Stage; V. Synthesis of Model Compounds and Model Reactions; CHAPTER 8. THE TOTAL SYNTHESIS OF (± )-NEOLEMNANE AND (± )-14-DEOXYISOAMIJIOL: ""THE REST OF THE STORY""; I. Introduction; II. (±)-Neolemnane; III. (±)-14-Deoxyisoamijiol; IV. Summary; References
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CHAPTER 9. SYNTHESIS OF CEMBRANOID NATURAL PRODUCTS BY INTRAMOLECULAR SE' ADDITIONS OF ALLYLIC STANNANES TO YNALS
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English
Additional Edition:
ISBN 0-08-092430-1
Additional Edition:
ISBN 0-12-450282-2
Language:
English
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