A Holistic Approach to Organic Synthesis

✍ Scribed by Garner P.

• Publisher: CRC Press
• Year: 2024
• Tongue: English
• Leaves: 186
• Category: Library

✦ Synopsis

Synthesis is one of the distinguishing features of chemistry as a science. It is the synthetic chemist who uses their intimate understanding of molecular structure and properties to produce materials of great value to society. Thus, it is important for students of chemistry to study synthesis and acquire a working knowledge that enables them to address the following question: given a specific molecular target, how does one formulate a plan for its synthesis? This synthesis primer provides students who have taken introductory organic chemistry with a set of tools that can be used to plan a synthesis. It may be used in conjunction with a synthetic methods course, or it can stand alone.
Features:
Provides students who have taken introductory organic chemistry with a set of tools that can be used to plan a synthesis
Serves to help organic chemists at all levels to better understand published syntheses
Focuses on natural products, their complexity, and diverse structures which challenge and inspire the chemists preparing them
Succinct, readable treatment of important concepts and applications geared towards advanced undergraduates and graduate students
Each synthesis covered begins with a brief discussion of the target molecule and challenges they present, followed by retrosynthetic considerations

✦ Table of Contents

Cover
Half Title
A Holistic Approach to Organic Synthesis
Copyright
Contents
Acknowledgements
Preface
About the Author
Introduction
Concepts
C-C Bond Forming Reactions
Functional Group Interchanges
References
List of Abbreviations
1. A Simple Holistic Approach to Planning a Synthesis
Background Reading
Prelude
How Would You Go About Designing a Chemical Synthesis of Tamiflu or Nirmatrelvir?
Let’s Begin by Defining Strategy and Tactics
Now Let’s Review Some Basic Reaction Concepts
Prospective Synthetic Planning
Modern Approaches to Synthetic Planning
The Robinson Annulation Transform
For acyclic systems, these rules are
For fused, bridged, and spiro ring systems, add
A Word About Synthetic Efficiency
A Word About Protecting Groups
A Word About the use of Chemical Databases
Tutorial: The Holistic Approach Illustrated—Planning a Synthesis of the Bicyclic Amino Acid Component of Paxlovid
Carbenes and Carbenoids
Azomethine Ylides
Stereocontrol Considerations
Summary
References
2. Vying for Control: The Synthesis of Reserpine and Quinine
3. A Helping Hand from Nature? Bioinspired Synthesis and Semi-synthesis
4. Prostaglandins and Triquinanes: Fertile Ground for Method Development
5. Polyketide Synthesis: The Challenge of Acyclic Stereocontrol
Index