Organic Reaction Mechanisms: 40 Solved Cases

Abstract

Case 1. 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 [beta]-Ketoesters -- Case 5. Rearrangements from Tetrahydropyran Derivatives -- Case 6. Stereospecific Substitution Reactions of Epoxy Sulfides -- Case 7. NaBH[subscript 4] Reduction of [alpha], [beta]-Unsaturated Chromium Carbene Complexes -- Case 8. Addition of Hydroxylamines to [alpha], [beta]-Unsaturated Esters -- Case 9. Solvolysis of Electron-Deficient Norbornyl Triflates -- Case 10. Nucleophile Versus Base Catalysis -- Case 11. Hydrolysis of p-Substituted Styrene Oxides -- Case 12. Elimination Reactions of Benzaldehyde O-Benzoyfoximes -- Case 13. Oxygen Versus Sulfur Stabilization of Carbenium Ions -- Case 14. Cyclization of 2,3-Dibenzylidenesuccinates -- Case 15. Oxazoline N-Oxides as Diploes in [3+2] Cycloadditions -- Case 16. Light-Induced Cycloadditions of N-Phthaloyl [alpha]-Amino Acids -- Case 17. Change in Rate-Determining Step in an ElcB 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 Carboxyclic Acids with Dimethyl Carbonate and DBU -- Case 21. Hammett Analysis in a Multistop Reaction: Rhodium(II)-Catalyzed Decomposition of [alpha]-Diazo Esters -- Case 22. Tandem Cycloadditions with nitronates -- Case 23. Hydrolysis of 2-Aminobenzoate Esters -- Case 24. Rearrangements of Cycfobutenones -- 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. Dearomatizing Disrotatory Electrocyclic Ring Closure -- 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 -- Case 32. Baylis-Hillman Reaction -- Case 33. Rate-Determining Step in the S[subscript N]Ar 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 [beta]-Halostyrenes by MeS[superscript -] -- Case 39. Periodinane-Mediated Cyclization of Anilides -- Case 40. Solvolysis of 8-Deltacyclyl Brosylates.