Organic Synthesis: The Disconnection Approach

This document was uploaded by one of our users. The uploader already confirmed that they had the permission to publish it. If you are author/publisher or own the copyright of this documents, please report to us by using this DMCA report form.

Simply click on the Download Book button.

Yes, Book downloads on Ebookily are 100% Free.

Sometimes the book is free on Amazon As well, so go ahead and hit "Search on Amazon"

One approach to organic synthesis is retrosynthetic analysis. With this approach a chemist will start with the structure of their target molecule and progressively cut bonds to create simpler molecules. Reversing this process gives a synthetic route to the target molecule from simpler starting materials. This “disconnection” approach to synthesis is now a fundamental part of every organic synthesis course. Organic Synthesis: The Disconnection Approach, 2nd Edition introduces this important technique, to help students to design their own organic syntheses. There are forty chapters: those on the synthesis of given types of molecules alternate with strategy chapters in which the methods just learnt are placed in a wider context. The synthesis chapters cover many ways of making each type of molecule starting with simple aromatic and aliphatic compounds with one functional group and progressing to molecules with many functional groups. The strategy chapters cover questions of selectivity, protection, stereochemistry, and develop more advanced thinking via reagents specifically designed for difficult problems. Examples are drawn from pharmaceuticals, agrochemicals, natural products, pheromones, perfumery and flavouring compounds, dyestuffs, monomers, and intermediates used in more advanced synthetic work. Reasons for wishing to synthesise each compound are given. This second edition has been fully revised and updated with a modern look. Recent examples and techniques are included and illustrated additional material has been added to take the student to the level required by the sequel, “Organic Synthesis: Strategy and Control”. Several chapters contain extensive new material based on courses that the authors give to chemists in the pharmaceutical industry. Organic Synthesis: The Disconnection Approach, 2nd edition provides a full course in retrosynthetic analysis for chemistry and biochemistry students and a refresher for organic chemists working in industry and academia.

Author(s): Stuart Warren, Paul Wyatt
Edition: 2
Publisher: Wiley
Year: 2008

Language: English
Pages: xii+329

Title Page
Contents
Preface
General References
1. The Disconnection Approach
2. Basic Principles: Synthons and Reagents Synthesis of Aromatic Compounds
3. Strategy I: The Order of Events
4. One-Group C–X Disconnections
5. Strategy II: Chemoselectivity
6. Two-Group C–X Disconnections
7. Strategy III: Reversal of Polarity, Cyclisations, Summary of Strategy
8. Amine Synthesis
9. Strategy IV: Protecting Groups
10. One Group C–C Disconnections I: Alcohols
11. General Strategy A: Choosing a Disconnection
12. Strategy V: Stereoselectivity A
13. One Group C–C Disconnections II: Carbonyl Compounds
14. Strategy VI: Regioselectivity
15. Alkene Synthesis
16. Strategy VII: Use of Acetylenes (Alkynes)
17. Two-Group C–C Disconnections I: Diels-Alder Reactions
18. Strategy VIII: Introduction to Carbonyl Condensations
19. Two-Group C–C Disconnections II: 1,3-Difunctionalised Compounds
20. Strategy IX: Control in Carbonyl Condensations
21. Two-Group C–C Disconnections III: 1,5-Difunctionalised Compounds Conjugate (Michael) Addition and Robinson Annelation
22. Strategy X: Aliphatic Nitro Compounds in Synthesis
23. Two-Group Disconnections IV: 1,2-Difunctionalised Compounds
24. Strategy XI: Radical Reactions in Synthesis
25. Two-Group Disconnections V: 1,4-Difunctionalised Compounds
26. Strategy XII: Reconnection
27. Two-Group C–C Disconnections VI: 1,6-diCarbonyl Compounds
28. General Strategy B: Strategy of Carbonyl Disconnections
29. Strategy XIII: Introduction to Ring Synthesis: Saturated Heterocycles
30. Three-Membered Rings
31. Strategy XIV: Rearrangements in Synthesis
32. Four-Membered Rings: Photochemistry in Synthesis
33. Strategy XV: The Use of Ketenes in Synthesis
34. Five-Membered Rings
35. Strategy XVI: Pericyclic Reactions in Synthesis: Special Methods for Five-Membered Rings
36. Six-Membered Rings
37. General Strategy C: Strategy of Ring Synthesis
38. Strategy XVII: Stereoselectivity B
39. Aromatic Heterocycles
40. General Strategy D: Advanced Strategy
Index