Strategies and tactics in organic synthesis. Volume 6 /

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, we are given stories that vividly dem...

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Detalles Bibliográficos
Clasificación:Libro Electrónico
Otros Autores: Harmata, Michael, 1959-
Formato: Electrónico eBook
Idioma:Inglés
Publicado: Amsterdam ; San Diego, CA ; Oxford : Elsevier, 2005.
Edición:1st ed.
Temas:
Organic compounds > Synthesis.
Composés organiques > Synthèse.
SCIENCE > Chemistry > Organic.
Organic compounds > Synthesis
Acceso en línea:Texto completo
Tabla de Contenidos:
  • Front Cover
  • Strategies and Tactics in Organic Synthesis
  • Copyright Page
  • Contents
  • Contributors
  • Foreword
  • Preface
  • Dedication
  • CHAPTER 1. THE TOTAL SYNTHESIS OF LUZOPEPTINS
  • I. Introduction
  • II. Background
  • III. Synthesis of Quinaldic Acid and gly-sar-mhv Tripeptide Fragments
  • IV. Synthesis and Chemistry of the Piperazic Acid Fragment
  • V. Initial Cyclization Experiments
  • VI. The Total Synthesis
  • VII. Epilogue
  • VIII. Acknowledgements
  • References and Footnotes
  • CHAPTER 2. SYNTHESIS OF GELDANAMYCIN USING GLYCOLATE ALDOL REACTIONS
  • I. Introduction.
  • II. Retrosynthetic Analysis
  • III. Ansamycin Antitumor Antibiotics
  • IV. Synthesis of the C12-C21 Quinone Precursor Portion using Evans Asymmetric Alkylation
  • V. Development of Anti-Selective Glycolate Aldol Methodology Based on the 2,3-Diaryl l,4-Dioxan-5-one Template
  • VI. Installation of the C11-12 Hydroxy Methoxy Functionality
  • VII. Difficulties Associated with the C10 methyl and the C8-9 Trisubstituted Alkene
  • VIII. Syn Glycolate Aldol Methodology Based on the Masamune Norephedrine Auxiliary
  • IX. Construction of the C2-5 Diene and Macrolactamization.
  • X. Unsuccessful RCM-Based Convergent Approach
  • XI. Unanticipated Problematic Para-Quinone Formation
  • XII. Successful Strategy for Para-Quinone formation Using a 1,4-Di-Protected Hydroquinone Precursor
  • XIII. Conclusions
  • References and Footnotes
  • CHAPTER 3. FROM METHYLENE BRIDGED GLYCOLURIL DIMERS TO CUCURBIT[N]URIL ANALOGS WITH SOME DETOURS ALONG THE WAY
  • I. Introduction
  • II. Retrosynthetic Analysis of the Cucurbit[n]uril Family
  • III. A Few Lucky Breaks Lead to C- and S-Shaped Methylene Bridged Glycoluril Dimers
  • IV. The Hard Work.
  • V. Three Related Synthetic Procedures Lead to S- and C-shaped Methylene Bridged Glycoluril Dimers
  • VI. Interlude. Molecular Clips Capable of Enantiomeric Self-Recognition, Heterochiral Recognition, and Self-Sorting
  • VII. Implications for the Mechanism of CB[n] Formation and the Synthesis of Cucurbit[n]uril Derivatives
  • VIII. Mechanism of the S- to C-Shaped Interconversion and Implications for the Synthesis of Cucurbit[n]uril Derivatives
  • IX. Methylene Bridged Glycoluril Oligomers
  • X. Phthalhydrazides are Nucleophilic Glycoluril Surrogates
  • XI. Cucurbit[n]uril Analogs.
  • XII. Conclusions
  • References and Footnotes
  • CHAPTER 4. APPLICATION OF SILICON-ASSISTED INTRAMOLECULAR CROSS-COUPLING IN TOTAL SYNTHESIS OF (+)-BRASILENYNE
  • I. Introduction and Background
  • II. Preliminary Studies
  • III. Synthetic Strategies
  • IV. Synthesis of (+)-Brasilenyne
  • V. Conformational Analysis
  • VI. Summary
  • References and Footnotes
  • CHAPTER 5. SAMARIUM(II) PROMOTED KETYL OLEFIN CYCLIZATIONS APPLIED TO THE TOTAL SYNTHESES OF (-)-STEGANONE AND (+)-ISOSCHIZANDRIN
  • I. Introduction
  • II. Samarium(II) Promoted Ketyl-Olefin Cyclizations.

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