Details

Organic Synthesis


Organic Synthesis

The Disconnection Approach
2. Aufl.

von: Stuart Warren, Paul Wyatt

33,99 €

Verlag: Wiley
Format: EPUB
Veröffentl.: 24.08.2011
ISBN/EAN: 9781119965534
Sprache: englisch
Anzahl Seiten: 352

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Beschreibungen

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. <p><i><b>Organic Synthesis: The Disconnection Approach, 2<sup>nd</sup> Edition</b></i> 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.</p> <p>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.</p> <p>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”.</p> <p>Several chapters contain extensive new material based on courses that the authors give to chemists in the pharmaceutical industry.</p> <p><i>Organic Synthesis: The Disconnection Approach, 2<sup>nd</sup> edition</i> provides a full course in retrosynthetic analysis for chemistry and biochemistry students and a refresher for organic chemists working in industry and academia.</p>
<p>Preface ix</p> <p>General References xi</p> <p>1. The Disconnection Approach 1</p> <p>2. Basic Principles: Synthons and Reagents Synthesis of Aromatic Compounds 7</p> <p>3. Strategy I: The Order of Events 17</p> <p>4. One-Group C–X Disconnections 23</p> <p>5. Strategy II: Chemoselectivity 29</p> <p>6. Two-Group C–X Disconnections 35</p> <p>7. Strategy III: Reversal of Polarity, Cyclisations, Summary of Strategy 45</p> <p>8. Amine Synthesis 53</p> <p>9. Strategy IV: Protecting Groups 61</p> <p>10. One Group C–C Disconnections I: Alcohols 69</p> <p>11. General Strategy A: Choosing a Disconnection 77</p> <p>12. Strategy V: Stereoselectivity A 83</p> <p>13. One Group C–C Disconnections II: Carbonyl Compounds 93</p> <p>14. Strategy VI: Regioselectivity 101</p> <p>15. Alkene Synthesis 107</p> <p>16. Strategy VII: Use of Acetylenes (Alkynes) 115</p> <p>17. Two-Group C–C Disconnections I: Diels-Alder Reactions 121</p> <p>18. Strategy VIII: Introduction to Carbonyl Condensations 129</p> <p>19. Two-Group C–C Disconnections II: 1,3-Difunctionalised Compounds 133</p> <p>20. Strategy IX: Control in Carbonyl Condensations 139</p> <p>21. Two-Group C–C Disconnections III: 1,5-Difunctionalised Compounds Conjugate (Michael) Addition and Robinson Annelation 151</p> <p>22. Strategy X: Aliphatic Nitro Compounds in Synthesis 161</p> <p>23. Two-Group Disconnections IV: 1,2-Difunctionalised Compounds 167</p> <p>24. Strategy XI: Radical Reactions in Synthesis 177</p> <p>25. Two-Group Disconnections V: 1,4-Difunctionalised Compounds 185</p> <p>26. Strategy XII: Reconnection 193</p> <p>27. Two-Group C–C Disconnections VI: 1,6-diCarbonyl Compounds 199</p> <p>28. General Strategy B: Strategy of Carbonyl Disconnections 207</p> <p>29. Strategy XIII: Introduction to Ring Synthesis: Saturated Heterocycles 217</p> <p>30. Three-Membered Rings 229</p> <p>31. Strategy XIV: Rearrangements in Synthesis 237</p> <p>32. Four-Membered Rings: Photochemistry in Synthesis 245</p> <p>33. Strategy XV: The Use of Ketenes in Synthesis 251</p> <p>34. Five-Membered Rings 255</p> <p>35. Strategy XVI: Pericyclic Reactions in Synthesis: Special Methods for Five-Membered Rings 261</p> <p>36. Six-Membered Rings 269</p> <p>37. General Strategy C: Strategy of Ring Synthesis 279</p> <p>38. Strategy XVII: Stereoselectivity B 289</p> <p>39. Aromatic Heterocycles 301</p> <p>40. General Strategy D: Advanced Strategy 313</p> <p>Index 325</p>
?The authors have succeeded admirably in the updating of a classic in the pedagogy of organic chemistry.? ( <i>Journal of Medicinal Chemistry</i> , August 2009) <p>?This book is suitable for advanced undergraduate students, researchers and professional chemists. Both the writing and the diagrams are simple and clear.? ( <i>Reviews</i>, May 2009)</p>
<p><b>Dr Stuart Warren, Department of Chemistry, University of Cambridge, UK</b><br />Dr Warren is the author of the bestselling textbooks <i>Organic Synthesis: The Disconnection Approach</i> (Wiley), <i>Organic Synthesis: Strategy and Control</i> (Wiley) and <i>Organic Chemistry</i> (OUP).</p> <p><b>Dr Paul Wyatt, School of Chemistry, University of Bristol, UK</b><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 <i>Organic Synthesis: Strategy and Control</i>.</p>

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