Workbook for Organic Synthesis - Paul Wyatt
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Résumé :
Workbook for Organic Synthesis: Strategy and Control Paul Wyatt Senior Lecturer and Director of Undergraduate Studies, School of Chemistry, University of Bristol, UK Stuart Warren Reader in Organic Chemistry, Department of Chemistry, University of Cambridge, UK. This workbook provides a comprehensive graded set of problems to illustrate and develop the themes of each of the chapters in the textbook Organic Synthesis: Strategy and Control. 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. Together the workbook and textbook provide a complete course in advanced organic synthesis. Organic Synthesis: Strategy and Control Organic Synthesis: Strategy and Control is a sequel to Stuart Warren's bestseller Organic Synthesis: The Disconnection Approach. The 'Disconnection' book concentrated on the planning behind the synthesis of compounds. This book focuses on putting the planning into practice. The two themes of the book are strategy and control: solving problems either by finding an alternative strategy or by controlling any established strategy to make it work. The book is divided into five sections that deal with selectivity, carbon-carbon single bonds, carbon-carbon double bonds, stereochemistry and functional group strategy. Interpenetrating this structure, the 36 chapters start with classic methods and progress to modern methods and modern strategic considerations. Heterocyclic chemistry is treated throughout the book with full mechanistic explanations as part of organic chemistry rather than a separate entity. Students and professional chemists familiar with Organic Synthesis: The Disconnection Approach will enjoy the leap into a book designed for chemists at the coalface of organic synthesis.
Sommaire:
Section A: Introduction: Selectivity 1. Planning Organic Syntheses: Tactics, Strategy and Control 2. Chemoselectivity 3. Regioselectivity: Controlled Aldol Reactions 4. Stereoselectivity: Stereoselective Aldol Reactions 5. Alternative Strategies for Enone Synthesis 6. Choosing a Strategy: The Synthesis of Cyclopentenones Section B: Making Carbon-Carbon Bonds 7. The Ortho Strategy for Aromatic Compounds 8. s-Complexes of Metals 9. Controlling the Michael Reaction 10. Specific Enol Equivalents 11. Extended Enolates 12. Allyl Anions 13. Homoenolates 14. Acyl Anion Equivalents Section C: Carbon-Carbon Double Bonds 15. Synthesis of Double Bonds of Defined Stereochemistry 16. Vinyl Anions 17. Electrophilic Attack on Alkenes 18. Vinyl Cations 19. Allyl Alcohols: Allyl Cation Equivalents (and More) Section D: Stereochemistry 20. Control of Stereochemistry -- Introduction 21. Diastereoselectivity 22. Resolution 23. The Chiral Pool: Asymmetric Synthesis with Natural Products as Starting Materials 24. Asymmetric Induction I: Reagent-Based Strategy 25. Asymmetric Induction II: Asymmetric Catalysis: Formation of C-O and C-N Bonds 26. Asymmetric Induction III: Asymmetric Catalysis: Formation of C-H and C-C Bonds 27. Asymmetric Induction IV: Substrate-Based Strategy 28. Kinetic Resolution 29. Enzymes: Biological Methods in Asymmetric Synthesis 30. New Chiral Centres from Old: Enantiomerically Pure Compounds & Sophisticated Syntheses 31. Strategy of Asymmetric Synthesis Section E: Functional Group Strategy 32. Functionalisation of Pyridine 33. Oxidation of Aromatic Rings and of Enol(ate)s 34. Functionality and Pericyclic Reactions: Nitrogen Heterocycles by Cycloadditions and Sigmatropic Rearrangements 35. Synthesis and Chemistry of Azoles and other Heterocycles with Two or more Heteroatoms 36. Tandem Organic Reactions
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