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Author:   D. G. I. Kingston ,  D. G. I. Kingston ,  A. A. Molinero ,  J.M. Rimoldi
Publisher:   Springer Verlag GmbH
Imprint:   Springer Verlag GmbH
Volume:   61
Weight:   0.485kg
ISBN:  

9783211823880

ISBN 10:   3211823883
Pages:   215
Publication Date:   April 1993
Audience:   College/higher education ,  Professional and scholarly ,  Postgraduate, Research & Scholarly ,  Professional & Vocational
Format:   Hardback
Publisher's Status:   Active
Availability:   Out of stock  
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Table of Contents

The Taxane Diterpenoids.- 1. Introduction.- 2. General Structural Characteristic and Nomenclature.- 3. The Families of Taxane Diterpenoids.- 3.1. Taxoids with a C-4(20) Exocyclic Double Bond.- 3.2. Taxoids with a C-4(20) Epoxide.- 3.3. Taxoids with an Oxetane Ring.- 3.4. Miscellaneous Taxoids.- 4. The Chemistry of the Taxoids.- 4.1. Isolation Techniques.- 4.1.1. Extraction.- 4.1.2. Purification and Analysis.- 4.2. Spectroscopy.- 4.2.1. UV and ORD/CD Spectroscopy.- 4.2.2. Infrared Spectroscopy.- 4.2.3. 1H-NMR Spectroscopy.- 4.2.4. 13C-NMR Spectroscopy.- 4.2.5. Mass Spectrometry.- 4.2.6. X-ray Crystallography.- 4.3. Chemical Reactivity.- 4.3.1. Acylation and Other Protective Group Chemistry.- 4.3.2. Hydrolysis.- 4.3.3. Epimerization at C-7.- 4.3.4. Oxidation.- 4.3.5. Reduction.- 4.3.6. Rearrangements and Related Reactions.- 4.3.7. Photochemistry.- 5. Approaches to the Synthesis of Taxane Diterpenoids.- 5.1. Linear Strategies.- 5.1.1. Biomimetic Approaches.- 5.1.1.1. Kato's Approach.- 5.1.1.2. Frejd's Approach.- 5.1.1.3. Pattenden's Approach.- 5.1.2. Intramolecular Diels-Alder Approaches.- 5.1.2.1. Shea's Approach..- 5.1.2.2. Jenkin's Approach.- 5.1.2.3. Sakan's Approach.- 5.1.2.4. Yadav's Approach.- 5.1.3. AB?ABC Approaches.- 5.1.3.1. Martin's Approach.- 5.1.3.2. Holton's Approaches: The Synthesis of Taxusin.- 5.1.3.3. Oishi's Approach.- 5.1.3:4. Fetizon's Second Approach.- 5.1.3.5. Blechert's Second Approach.- 5.1.3.6. Wender's C-Ring Annulation Approach.- 5.1.3.7. Kraus' Approach.- 5.1.3.8. Yamada's Approach.- 5.1.3.9. Fetizon's Third Approach.- 5.1.3.10. Gadwood's Approach.- 5.1.4. BC?ABC Approaches.- 5.1.4.1. Swindell's Approach.- 5.1.4.2. Wender's A-Ring Annulation Approach.- 5.1.4.3. Sieburth's Approach.- 5.1.4.4. Kanematsu's Approach.- 5.2. Convergent Strategies.- 5.2.1. AC?ABC Approaches.- 5.2.1.1. Kitagawa's Approach.- 5.2.1.2. Fetizon's First Approach.- 5.2.1.3. Kende's Approach.- 5.2.1.4. Funk's Approach.- 5.2.1.5. Kuwajima's Approach.- 5.2.2. A[B]C?ABC Approaches.- 5.2.2.1. Trost's Approach.- 5.2.2.2. Inouye's First Approach.- 5.2.2.3. Blechert's First Approach.- 5.2.2.4. Clark's Approach.- 5.2.2.5. Berkowitz's Approach.- 5.2.2.6. Inouye's Second Approach.- 5.2.2.7. Winkler's Approach.- 5.2.2.8. A Variation on Fetizon's Second Approach.- 5.2.2.9. Ghosh's Approach.- 5.2.2.10. Paquette's Approach.- 5.2.2.11. Snider's Approach.- 5.2.2.12. Zucker's Approach.- 5.2.2.13. Frejd's Synthesis of a Secotaxoid.- 5.3. Partial Synthesis of Taxol and Related Compounds.- 5.3.1. Synthesis of Taxol and Taxol Analogues from 13-innamoylbaccatin III.- 5.3.2. Synthesis of Taxol by Acylation of Baccatin III with a Pre-formed Side Chain.- 5.3.3. Acylation of Baccatin III with (3-Lactams or Oxazinones.- 5.3.4. Synthesis of Taxol Analogues.- 5.3.5. Synthesis of Oxetane Models.- 6. Biosynthesis and Biotransformation of Taxoids.- 6.1. Biosynthesis of Taxoids.- 6.2. Biotransformation of Taxoids.- 7. Bioactivity of Taxol and Other Taxoids.- 7.1. Toxicity of Taxus Alkaloids.- 7.2. Biological Activity of Taxol and Related Compounds.- 7.2.1. Antitumor Activity of Taxol.- 7.2.2. Microtubule Assembly Activity of Taxol.- 7.2.3. Structure-activity Relationships of Taxol Analogs.- Addendum.- Acknowledgements.- References.- Author Index.

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