Strategies and Tactics in Organic Synthesis Volume 4 1st Edition by Michael Harmata 0124502830 9780124502833

Strategies and Tactics in Organic Synthesis Volume 4 1st Edition by Michael Harmata – Ebook PDF Instant Download/Delivery: 0124502830, 9780124502833

Full download Strategies and Tactics in Organic Synthesis Volume 4 1st Edition after payment

Product details:

ISBN 10: 0124502830 

ISBN 13: 9780124502833

Author: Michael Harmata

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 give rise to successful completion of a project.
In this book we learn how synthesis is really done and are educated, challenged and inspired by these stories, which portray the idea that triumphs do not come without challenges. We also learn that we can meet challenges to further advance the science and art of organic synthesis, driving it forward to meet the demands of society, in discovering new reactions, creating new designs and building molecules with atom and step economies that provide solutions through function to create a better world.

– Personal accounts of research in organic chemistry.
– Written by internationally renowned scientists.
– Details state of the art organic synthesis.

Table of contents:

CHAPTER 1. METHODOLOGY VALIDATION AND STRUCTURE CORRECTION BY TOTAL SYNTHESIS: THE CASE OF THE CLERO
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
VI. Second-Generation Approach: The Double Michael, Pinner, and Dieckmann Reactions
VII. 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)
VIII. Conclusion
References 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
II. Establishing the cyclisation as a viable synthetic reaction
III. 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
XIII. Future prospects: the domoic/isodomoic acid family
References and Footnotes

CHAPTER 5. TOTAL SYNTHESIS OF JATROPHATRIONE, AN UNPRECEDENTED [5.9.5] TRICYCLIC ANTILEUKEMIC DITERP
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
X. Responding to a Siren Call
XI. Preferred Means for Functionalizing the Northern Rim
XII. Relevance of the Treibs Reaction to the End Game
XIII. The Ultimate Characterization of Jatrophatrionev
XIV. Conclusion
References and Footnotes

CHAPTER 6. ALKYNYLIODONIUM SALTS IN ORGANIC SYNTHESIS
I. Introduction to Alkynyliodonium Salts and Alkylidenecarbene Chemistry
II. The Synthesis Targets: Scope of the Problem
III. Early Studies on the Synthesis of Agelastatin A
IV. Completion of the Syntheses of (-)-Agelastatin A and (-)-Agelastatin B
V. Synthesis Studies of Halichlorine
VI. Synthesis of Pareitropone
VII. Conclusions
References

CHAPTER 7. HOW TO THREAD A STRING THROUGH THE EYE OF A MOLECULAR NEEDLE: TEMPLATE SYNTHESIS OF INTER
I. Mechanically Interlocked Molecules: A Historical Perspective
II. A Primer to Templated Organic Synthesis
III. Template Effects for the Syntheses of Rotaxanes, Catenanes, and Knots
IV. A Surprising Formation of Catenanes through a Network of Hydrogen Bonds
V. Extending the Amide-Based Template Synthesis to Rotaxanes
VI. Molecular Topology and Topological Chirality
VII. A Trefoil Knot
VIII. The Next Surprise: Rotaxane Synthesis Mediated by a Template Based on Hydrogen-Bonded Anions
IX. Problems and Solutions: A Synthetic Approach to Rotaxanes with Functional Groups in the Axle Cen
X. Conclusions and Future Perspectives

CHAPTER 8. TOTAL SYNTHESIS OF SPONGISTATIN 1 (ALTOHYRTIN A): A TALE OF TEN ALDOLS
I. Introduction
II. Retrosynthetic Analysis
III. The AB-Spiroacetal Subunit
IV. The CD-Spiroacetal Subunit
V. The Northern Hemisphere
VI. The Southern Hemisphere
VII. Wittig Coupling of the Northern and Southern Hemispheres
VIII. Final Steps and Structure-Activity Relationships
IX. Conclusions
References

CHAPTER 9. THE RING-CLOSING METATHESIS APPROACH TO FUMAGILLOL
I. Introduction
II. The Synthesis of Fumagillol
References

CHAPTER 10. DEVISING AN ESPECIALLY EFFICIENT ROUTE TO THE ‘MIRACLE’ NUTRIENT COENZYME Q10
I. What’s “CoQ10”?
II. Why Bother to Synthesize CoQ10?
III. Putting Good Ideas to
IV. The Synthesis: Few Steps, High Yields,… and No Excuses!
V. The Final Oxidation… It’s All About the Ligand
VI. Final Thoughts
References

CHAPTER 11. TOTAL SYNTHESIS OF LIPID I AND LIPID II: LATE-STAGE INTERMEDIATES UTILIZED IN BACTERIAL C
I. Introduction to Bacterial Cell Wall Biosynthesis
II. Retrosynthetic Analysis for Lipid I
III. Synthesis of Phosphomuramyl Pentapeptide
IV. Lipid I Endgame
V. Retrosynthetic Analysis for Lipid II
VI. Assembly of an Orthogonally Protected NAG-NAM Disaccharide
VII. Total Synthesis of Lipid II
VIII. Concluding Remarks
References and Footnotes

CHAPTER 12. RING REARRANGEMENT METATHESIS (RRM) – A NEW CONCEPT IN PIPERIDINE AND PYRROLIDINE SYNTHE
I. Introduction
II. Olefin Metathesis
III. Domino Reactions – Ring Rearrangement Metathesis (RRM)
IV. Heterocyclic Systems
V. ROM-RCM
VI. RCM-ROM-RCM – establishing alkaloids containing two rings
VII. RCM-ROM-RCM – strategical formation of cyclic silylethers
VIII. Conclusions
Acknowledgements
References

CHAPTER 13. CATALYTIC ASYMMETRIC TOTAL SYNTHESIS OF (-)-STRYCHNINE AND FOSTRIECIN
I. Introduction
II. Catalytic Asymmetric Total Synthesis of (-)-Strychnine
III. Catalytic Asymmetric Total Synthesis of Fostriecin
IV. Closing Remarks
References and Footnotes

CHAPTER 14. THE SYNTHESIS OF (±)-STRYCHNINE VIA A COBALT-MEDIATED [2 + 2 + 2] CYCLOADDITION
I. Introduction – The Objectives of Organic Synthesis
II. Target Strychnine
III. The Cobalt Way to Strychnine
IV. Unsuccessful Approaches to Strychnine From ABCD Intermediates
V. Successful Approach to Strychnine: Part 1 – A “Simpler” Plan Hits Snags
VI. Successful Approach to Strychnine: Part 2 – An Unprecedented [2 + 2 + 2] Cyclization
VII. Successful Approach to Strychnine: Part 3 – Formation of the E Ring by Oxidative Demetalation/I
VIII. Successful Approach to Strychnine: Part 4 – The Battle for the F Ring
IX. Conclusions
References and Footnotes

People also search:

strategies and tactics in organic synthesis

synthesis strategies organic chemistry

strategies and tactics in organic synthesis volume 15

synthetic strategies organic chemistry

introduction to strategies for organic synthesis pdf

Tags: Michael Harmata, Strategies, Tactics, Organic