Warren / Wyatt Workbook for Organic Synthesis

The Disconnection Approach
2. Auflage 2011
ISBN: 978-1-119-96555-8
Verlag: John Wiley & Sons
Format: EPUB
Kopierschutz: Adobe DRM (»Systemvoraussetzungen)

E-Book, Englisch, 272 Seiten, E-Book

One approach to organic synthesis is retrosynthetic analysis. Withthis approach chemists start with the structures of their targetmolecules and progressively cut bonds to create simpler molecules.Reversing this process gives a synthetic route to the targetmolecule from simpler starting materials. This"disconnection" approach to synthesis is now afundamental part of every organic synthesis course.
Workbook for Organic Synthesis: The Disconnection Approach,2nd Edition
This workbook provides a comprehensive graded set of problems toillustrate and develop the themes of each of the chapters in thetextbook Organic Synthesis: The Disconnection Approach,2nd Edition. Each problem is followed by a fullyexplained solution and discussion. The examples extend thestudent's experience of the types of molecules beingsynthesised by organic chemists, and the strategies they employ tocontrol their syntheses. By working through these examples studentswill develop their skills in analysing synthetic challenges, andbuild a toolkit of strategies for planning new syntheses. Examplesare 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. Togetherthe workbook and textbook provide a complete course inretrosynthetic analysis.
Organic Synthesis: The Disconnection Approach, 2ndEdition
There are forty chapters in Organic Synthesis: TheDisconnection Approach, 2nd Edition: those on thesynthesis of given types of molecules alternate with strategychapters in which the methods just learnt are placed in a widercontext. The synthesis chapters cover many ways of making each typeof molecule starting with simple aromatic and aliphatic compoundswith one functional group and progressing to molecules with manyfunctional groups. The strategy chapters cover questions ofselectivity, protection, stereochemistry, and develop more advancedthinking via reagents specifically designed for difficult problems.In its second edition updated examples and techniques are includedand illustrated additional material has been added to take thestudent to the level required by the sequel, Organic Synthesis:Strategy and Control. Several chapters contain extensive newmaterial based on courses that the authors give to chemists in thepharmaceutical industry.
Workbook for Organic Synthesis: The Disconnection Approach,2nd edition, combined with the main textbook,provides a full course in retrosynthetic analysis for chemistry andbiochemistry students, and a refresher course for organic chemistsworking in industry and academia.

Autoren/Hrsg.

Warren, Stuart

Wyatt, Paul

Inhaltsverzeichnis

Preface vii
General References ix
1. The Disconnection Approach 1
2. Basic Principles: Synthons and Reagents: Synthesis ofAromatic Compounds 5
3. Strategy I: The Order of Events 11
4. One-Group C-X Disconnections 15
5. Strategy II: Chemoselectivity 21
6. Two-Group C-X Disconnections 29
7. Strategy III: Reversal of Polarity, Cyclisations, Summary ofStrategy 35
8. Amine Synthesis 41
9. Strategy IV: Protecting Groups 49
10. One-Group C-C Disconnections I: Alcohols 55
11. General Strategy A: Choosing a Disconnection 61
12. Strategy V: Stereoselectivity A 67
13. One-Group C-C Disconnections II: Carbonyl Compounds75
14. Strategy VI: Regioselectivity 81
15. Alkene Synthesis 87
16. Strategy VII: Use of Acetylenes (Alkynes) 93
17. Two-Group C-C Disconnections I: Diels-Alder Reactions99
18. Strategy VIII: Introduction to Carbonyl Condensations105
19. Two-Group C-C Disconnections II: 1,3-DifunctionalisedCompounds 111
20. Strategy IX: Control in Carbonyl Condensations 115
21. Two-Group C-C Disconnections III: 1,5-DifunctionalisedCompounds Conjugate (Michael) Addition and Robinson Annelation123
22. Strategy X: Aliphatic Nitro Compounds in Synthesis 129
23. Two-Group Disconnections IV: 1,2-Difunctionalised Compounds133
24. Strategy XI: Radical Reactions in Synthesis 139
25. Two-Group Disconnections V: 1,4-Difunctionalised Compounds147
26. Strategy XII: Reconnection 153
27. Two-Group C-C Disconnections VI: 1,6-diCarbonylCompounds 159
28. General Strategy B: Strategy of Carbonyl Disconnections165
29. Strategy XIII: Introduction to Ring Synthesis: SaturatedHeterocycles 173
30. Three-Membered Rings 181
31. Strategy XIV: Rearrangements in Synthesis 189
32. Four-Membered Rings: Photochemistry in Synthesis 195
33. Strategy XV: The Use of Ketenes in Synthesis 201
34. Five-Membered Rings 207
35. Strategy XVI: Pericyclic Reactions in Synthesis: SpecialMethods for Five-Membered Rings 213
36. Six-Membered Rings 221
37. General Strategy C: Strategy of Ring Synthesis 227
38. Strategy XVII: Stereoselectivity B 235
39. Aromatic Heterocycles 245
40. General Strategy D: Advanced Strategy 255
Index 263