Gómez Gallego / Sierra Organic Reaction Mechanisms

40 Solved Cases
2004
ISBN: 978-3-642-18788-9
Verlag: Springer
Format: PDF
Kopierschutz: 1 - PDF Watermark

E-Book, Englisch, 290 Seiten, eBook

Organic Reaction Mechanisms shows readers how to interpret the experimental data obtained from an organic reaction, and specifically how an organic reaction mechanism can be considered or rejected based on the analysis of the experimental evidence. Examining a series of selected examples of mechanisms, Organic Reaction Mechanisms focuses on real cases and discusses them in detail, following the same methodology: introduction, experimental data and discussion. The examples are arranged to elucidate key aspects of organic reaction mechanisms. The authors employ all the types of information that the authors of the original work considered useful and necessary, including kinetic and thermodynamic data, isotopic labelling and organic reactivity. The book makes an excellent primer for advanced undergraduates in chemistry who are preparing for exams and is also useful for graduate students and instructors.

Zielgruppe

Graduate

Autoren/Hrsg.

Gómez Gallego, Mar

Sierra, Miguel A.

Inhaltsverzeichnis

Level 1.- Case 1. A Surprise in the Synthesis of Guanacastepene A.- Case 2. Sulfenylation of Indole.- Case 3. Substrate Selective Reactions in the Presence of Lewis Acids.- Case 4. Diastereoselective Reductions of ?-Ketoesters.- Case 5. Rearrangements from Tetrahydropyran Derivatives.- Case 6. Stereospecific Substitution Reactions of Epoxy Sulfides.- Case 7. NaBH4 Reduction of ?,?-Unsaturated Chromium Carbene Complexes.- Case 8. Addition of Hydroxylamines to ?,?-Unsaturated Esters.- Case 9. Solvolysis of Electron-Deficient Norbornyl Triflates.- Case 10 Nucleophile Versus Base Catalysis.- Case 11. The Hydrolysis of p-Substituted Styrene Oxides.- Case 12. Elimination Reactions of Benzaldehyde O-Benzoyloximes.- Case 13. Oxygen Versus Sulfur Stabilization of Carbenium Ions.- Case 14. Cyclization of 2,3-Dibenzylidenesuccinates.- Case 15. Oxazoline N-Oxides as Dipoles in [3+2] Cycloadditions.- Case 16. Light-Induced Cycloadditions of N-Phthaloyl ?Amino Acids.- Level 2.- Case 17. Change in Rate-Determining Step in an E1 cB Mechanism: Aminolysis of Sulfamate Esters.- Case 18. Unusual Diels-Alder Reactivity of Acyclic 2-Azadienes.- Case 19. Chelate-Controlled Carbonyl Addition Reactions.- Case 20. Esterification of Carboxylic Acids with Dimethyl Carbonate and DBU.- Case 21. A Hammett Analysis in a Multistep Reaction: Rhodium(II)-Catalyzed Decomposition of ?Diazo Esters.- Case 22. Tandem Cycloadditions with Nitronates.- Case 23. Hydrolysis of 2-Aminobenzoate Esters.- Case 24. Rearrangements of Cyclobutenones.- Case 25. Epoxi Ester-Orthoester Rearrangement.- Case 26. 2-Chloro-1,3,5-triazines as Activating Groups of Carboxylic Acids in the Formation of Peptide Bonds.- Case 27. Acid-Catalyzed Isomerization of Imines.- Case 28. A Dearomatizing Disrotatory Electrocyclic RingClosure.- Case 29. Stereoselective Debromination of Vicinal Dibromides.- Case 30. Diels-Alder Reactions of N-Acyl-1,2,4,5-tetrazines.- Case 31. Stereoselective Synthesis of 2-Acylaziridines.- Level 2.- Case 32. The Baylis-Hillman Reaction.- Case 33. The Rate-Determining Step in the SNAr Reaction.- Case 34. Helicenophanes and their Racemization.- Case 35. Solvolysis of Vinyl Iodonium Salts.- Case 36. Vicarious Nucleophilic Substitution.- Case 37. Base-promoted HF Elimination from 4-Fluoro-4-(4'-nitrophenyl)butan-2-one.- Case 38. Substitution of ?Halostyrenes Mes.- Case 39. Periodinane-Mediated Cyclization of Anilides.- Case 40. Solvolysis of 8-Deltacyclyl Brosylates.