Details

Workbook for Organic Synthesis: The Disconnection Approach


Workbook for Organic Synthesis: The Disconnection Approach


2. Aufl.

von: Stuart Warren, Paul Wyatt

39,99 €

Verlag: Wiley
Format: PDF
Veröffentl.: 29.03.2013
ISBN/EAN: 9781118681565
Sprache: englisch
Anzahl Seiten: 288

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Beschreibungen

One approach to organic synthesis is retrosynthetic analysis. With this approach chemists start with the structures of their target molecules 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. <p><b>Workbook for Organic Synthesis: The Disconnection Approach, 2<sup>nd</sup> Edition</b></p> <p>This workbook provides a comprehensive graded set of problems to illustrate and develop the themes of each of the chapters in the textbook <i>Organic Synthesis: The Disconnection Approach, 2<sup>nd</sup> Edition</i>. Each problem is followed by a fully explained solution and discussion. The examples extend the student’s experience of the types of molecules being synthesised by organic chemists, and the strategies they employ to control their syntheses. By working through these examples students will develop their skills in analysing synthetic challenges, and build a toolkit of strategies for planning new syntheses. 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. Together the workbook and textbook provide a complete course in retrosynthetic analysis.</p> <p><b>Organic Synthesis: The Disconnection Approach, 2<sup>nd</sup> Edition</b></p> <p>There are forty chapters in <i>Organic Synthesis: The Disconnection Approach, 2<sup>nd</sup> Edition</i>: 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. In its second edition updated examples and techniques are included and illustrated additional material has been added to take the student to the level required by the sequel, <i>Organic Synthesis: Strategy and Control</i>. Several chapters contain extensive new material based on courses that the authors give to chemists in the pharmaceutical industry.</p> <p><i>Workbook for Organic Synthesis: The Disconnection Approach, 2<sup>nd</sup> edition</i>, combined with the main textbook, provides a full course in retrosynthetic analysis for chemistry and biochemistry students, and a refresher course for organic chemists working in industry and academia.</p>
<p>Preface vii</p> <p>General References ix</p> <p>1. The Disconnection Approach 1</p> <p>2. Basic Principles: Synthons and Reagents: Synthesis of Aromatic Compounds 5</p> <p>3. Strategy I: The Order of Events 11</p> <p>4. One-Group C–X Disconnections 15</p> <p>5. Strategy II: Chemoselectivity 21</p> <p>6. Two-Group C–X Disconnections 29</p> <p>7. Strategy III: Reversal of Polarity, Cyclisations, Summary of Strategy 35</p> <p>8. Amine Synthesis 41</p> <p>9. Strategy IV: Protecting Groups 49</p> <p>10. One-Group C–C Disconnections I: Alcohols 55</p> <p>11. General Strategy A: Choosing a Disconnection 61</p> <p>12. Strategy V: Stereoselectivity A 67</p> <p>13. One-Group C–C Disconnections II: Carbonyl Compounds 75</p> <p>14. Strategy VI: Regioselectivity 81</p> <p>15. Alkene Synthesis 87</p> <p>16. Strategy VII: Use of Acetylenes (Alkynes) 93</p> <p>17. Two-Group C–C Disconnections I: Diels-Alder Reactions 99</p> <p>18. Strategy VIII: Introduction to Carbonyl Condensations 105</p> <p>19. Two-Group C–C Disconnections II: 1,3-Difunctionalised Compounds 111</p> <p>20. Strategy IX: Control in Carbonyl Condensations 115</p> <p>21. Two-Group C–C Disconnections III: 1,5-Difunctionalised Compounds Conjugate (Michael) Addition and Robinson Annelation 123</p> <p>22. Strategy X: Aliphatic Nitro Compounds in Synthesis 129</p> <p>23. Two-Group Disconnections IV: 1,2-Difunctionalised Compounds 133</p> <p>24. Strategy XI: Radical Reactions in Synthesis 139</p> <p>25. Two-Group Disconnections V: 1,4-Difunctionalised Compounds 147</p> <p>26. Strategy XII: Reconnection 153</p> <p>27. Two-Group C–C Disconnections VI: 1,6-diCarbonyl Compounds 159</p> <p>28. General Strategy B: Strategy of Carbonyl Disconnections 165</p> <p>29. Strategy XIII: Introduction to Ring Synthesis: Saturated Heterocycles 173</p> <p>30. Three-Membered Rings 181</p> <p>31. Strategy XIV: Rearrangements in Synthesis 189</p> <p>32. Four-Membered Rings: Photochemistry in Synthesis 195</p> <p>33. Strategy XV: The Use of Ketenes in Synthesis 201</p> <p>34. Five-Membered Rings 207</p> <p>35. Strategy XVI: Pericyclic Reactions in Synthesis: Special Methods for Five-Membered Rings 213</p> <p>36. Six-Membered Rings 221</p> <p>37. General Strategy C: Strategy of Ring Synthesis 227</p> <p>38. Strategy XVII: Stereoselectivity B 235</p> <p>39. Aromatic Heterocycles 245</p> <p>40. General Strategy D: Advanced Strategy 255</p> <p>Index 263</p>
"The book provides an excellent and pragmatic panorama of the various aspects of disconnective strategies, whilst keeping in mind the importance of protective strategies." (<i>Reviews</i>, December 2010)<br /> <br />
<p><strong>Dr Stuart Warren</strong> Department of Chemistry, University of Cambridge, UK <p>Dr Warren is the author of the bestselling textbooks "Organic Synthesis: The Disconnection Approach" (Wiley), "Organic Synthesis: Strategy and Control" (Wiley) and "Organic Chemistry" (OUP) <p><strong>Dr Paul Wyatt</strong> <p>School of Chemistry, University of Bristol, UK.<br />Dr Wyatt is Director of Undergraduate Studies for the School of Chemistry at Bristol University and also Director of BRISTOL ChemLabS - a HEFCE Centre for Excellence in Teaching & Learning.?He is co-author, with Warren, of "Organic Synthesis: Strategy and Control"
One approach to organic synthesis is retrosynthetic analysis. With this approach chemists start with the structures of their target molecules 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. <p><b>Workbook for Organic Synthesis: The Disconnection Approach, 2<sup>nd</sup> Edition</b></p> <p>This workbook provides a comprehensive graded set of problems to illustrate and develop the themes of each of the chapters in the textbook <i>Organic Synthesis: The Disconnection Approach, 2<sup>nd</sup> Edition</i>. Each problem is followed by a fully explained solution and discussion. The examples extend the student’s experience of the types of molecules being synthesised by organic chemists, and the strategies they employ to control their syntheses. By working through these examples students will develop their skills in analysing synthetic challenges, and build a toolkit of strategies for planning new syntheses. 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. Together the workbook and textbook provide a complete course in retrosynthetic analysis.</p> <p><b>Organic Synthesis: The Disconnection Approach, 2<sup>nd</sup> Edition</b></p> <p>There are forty chapters in <i>Organic Synthesis: The Disconnection Approach, 2<sup>nd</sup> Edition</i>: 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. In its second edition updated examples and techniques are included and illustrated additional material has been added to take the student to the level required by the sequel, <i>Organic Synthesis: Strategy and Control</i>. Several chapters contain extensive new material based on courses that the authors give to chemists in the pharmaceutical industry.</p> <p><i>Workbook for Organic Synthesis: The Disconnection Approach, 2<sup>nd</sup> edition</i>, combined with the main textbook, provides a full course in retrosynthetic analysis for chemistry and biochemistry students, and a refresher course for organic chemists working in industry and academia.</p>

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