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Strategies and tactics in organic synthesis. Volume 8 /

A classic in the area of organic synthesis, Strategies and Tactics in Organic Synthesis provides a forum for investigators to discuss their approach to the science and art of organic synthesis. Rather than a simple presentation of data or a second-hand analysis, this book vividly demonstrates throug...

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Detalles Bibliográficos
Clasificación:Libro Electrónico
Otros Autores: Harmata, Michael, 1959-
Formato: Electrónico eBook
Idioma:Inglés
Publicado: Amsterdam ; Boston : Academic Press, 2012.
Temas:
Acceso en línea:Texto completo
Tabla de Contenidos:
  • Front Cover; Strategies and Tactics in Organic Synthesis; Copyright; Dedication; Contents; Chapter 1: Total Syntheses of Solandelactones E and F; 1. Introductions and Background; 1.1. Solandelactone and Related Natural Products; 1.2. Previous Syntheses; 1.3. Aggarwal Methodology for the Synthesis of 2-ene-1,4-diols; 2. Retrosynthetic Analysis; 3. Synthesis of Solandelactone E; 3.1. Preparation of Aldehyde 3; 3.2. Preparation of Enantioenriched Lithiated Carbamate; 3.3. Completion of Solandelactone E; 4. Synthesis of Solandelactone F; 5. Conclusions; References
  • Chapter 2: The Marine Alkaloid Halichlorine: Its Defenses and Its Defeat1. Introduction; 2. The First Approach; 3. The First Surprise; 4. The Second Approach; 5. Saved by Selenium; 6. A Stereochemical Disaster-But a Blessing in Disguise; 7. The Ring A Problem and the Development of a General Annulation Method; 8. The Continuing Saga of Ring A; 9. Formation of the Macrolactone; 10. The Optical Purity Problem; 11. Conclusion; Acknowledgments; References; Chapter 3: An Adventure in Synthesis Inspired by the Pseudolaric Acids; 1. How this Chemist Came to Be; 2. Pseudolaric Acids
  • 3. The First Strategy4. Development of the Copper Hydride-Induced Reductive Aldol Cyclization; 5. The Second Strategy to Pseudolaric Acid A; 6. Case 1: When Model Reactions Fail; 7. Case 2: When Model Reactions Fail; 8. Too Happy too Quickly, and the Importance of IR Spectroscopy; 9. But it was not Time to Give Up; 10. Other Natural Products; 11. Epilogue; Acknowledgments; References; Chapter 4: Total Synthesis of Papulacandin D; 1. Introduction and Background; 2. Retrosynthetic Analysis; 3. Preparation of the Spirocyclic Aryl Glycoside; 3.1. Development of Cross-Coupling Conditions
  • 3.2. Optimization of Protecting Groups for the Glucal Silanol3.3. Optimization of Protecting Groups for the Aromatic Iodide; 3.4. Implementation of the Key Cross-Coupling Sequence; 3.5. Oxidative Spiroketalization and C(2)-Hydroxyl Group Protection; 3.6. Completion of the Synthesis of the Spirocyclic Aryl Glyco-Pyranoside; 4. Synthesis of Fatty Acid Side Chain 26 and Acylation; 4.1. Preparation of the Dienylaldehyde 28; 4.2. Model Study of Lewis-Base-Catalyzed Asymmetric Aldol Addition Reactions; 4.2.1. Doubly Vinylogous Aldol Addition; 4.2.2. Vinylogous Aldol Addition