UID:
almahu_9949697539102882
Umfang:
1 online resource (437 p.)
Ausgabe:
1st ed.
ISBN:
0-08-092432-8
,
1-281-04674-4
,
9786611046743
,
0-08-051796-X
Serie:
Strategies and tactics in organic synthesis ; 4
Inhalt:
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 demonstrate the power of the human endeavour known as organic synthesis and the creativity and tenacity of its practitioners. First hand accounts of each project tell of the excitement of conception, the frustration of failure and the joy experienced when either rational thought and/or good fortune g
Anmerkung:
Description based upon print version of record.
,
Front Cover; Strategies and Tactics in Organic Synthesis; Copyright Page; CONTENTS; I. Introduction to Bacterial Cell Wall Biosynthesis; CONTRIBUTORS; FOREWORD; PREFACE; DEDICATION; CHAPTER 1. METHODOLOGY VALIDATION AND STRUCTURE CORRECTION BY TOTAL SYNTHESIS: THE CASE OF THE CLERODANE DITERPENOID, SACACARIN; I. Introduction; II. The Search for a Synthetic Target for Double Annulation; III. Retrosynthetic Analysis and Synthetic Design; IV. First-Generation Approach: Synthesis of Tethered Diacid; V. First-Generation Approach: Diastereoselectivity Problem in Double Michael Reaction
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VI. Second-Generation Approach: The Double Michael, Pinner, and Dieckmann ReactionsVII. Methylation, Reduction, and Lactonization; VIII. Introduction of the Side Chain; IX. Revision of the Target Structure; X. Proof of the Revised Structure; XI. Conclusion; Acknowledgements; References; CHAPTER 2. TOTAL SYNTHESIS OF (±)-CYLINDROSPERMOPSIN; I. Introduction; II. Retrosynthetic Analysis; III. Model Study for Closure of the B Ring; IV. Preparation of Acetylene; V. Unsuccessful Approaches to Ketone; VI. Synthesis of Ketone; VII. Completion of the Synthesis of Cylindrospermopsin (1)
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VIII. ConclusionReferences and Footnotes; CHAPTER 3. THE TOTAL SYNTHESIS OF (-)-ARISUGACIN A.; I. Introduction; II. Retrosynthetic Analysis; III. A Diels-Alder Approach; IV. A Formal [3+3] Cycloaddition Approach; V. The Epoxy Diol Route; VI. Problems with the Epoxy Diol Route; VII. The Triol Route; VIII. Commencement of the Synthesis of (±)-Arisugacin A; IX. An Enantioselective Synthesis of (-)-Arisugacin A; X. Conclusions; References and Footnotes; CHAPTER 4. TOTAL SYNTHESIS OF KAINOIDS BY DEAROMATIZING ANIONIC CYCLIZATION; I. Introduction the discovery of the dearomatising cyclisation
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II. Establishing the cyclisation as a viable synthetic reactionIII. The strategy: conversion of cyclisation products to kainoids; IV. Structural and mechanistic features of the cyclisation; V. Cumyl as a protecting group; VI. Functionalised benzamides: enones as products; VII. Avoiding HMPA: LDA as a cyclisation promoter; VIII. Asymmetric cyclisation with chiral lithium amides; IX. Stereospecific cyclisation of chiral benzamides; X. Synthesis of the acromelic analogue 2; XI. Synthesis of kainic acid 1; XII. Synthesis of a novel methylkainoid 117
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XIII. Future prospects: the domoic/isodomoic acid familyReferences and Footnotes; CHAPTER 5. TOTAL SYNTHESIS OF JATROPHATRIONE, AN UNPRECEDENTED [5.9.5] TRICYCLIC ANTILEUKEMIC DITERPENE; I. Introduction; II. Retrosynthetic Analysis; III. Preparation of the Diquinane Building Block; IV. Acquisition of the Brominated Cyclopentadiene; V. Defining the Nonserviceability of Bromo Acetal 12; VI. Arrival at the Carbotricyclic Framework; VII. More Advanced Functionalization of Potential 9-Epi Precursors; VIII. Elaboration of 8,9-Dehydro Precursors; IX. Setting the Natural Configuration at C9
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X. Responding to a Siren Call
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English
Weitere Ausg.:
ISBN 0-12-450287-3
Weitere Ausg.:
ISBN 0-12-450283-0
Sprache:
Englisch
