Advanced Organic Chemistry Part B: Reactions and Synthesis

Bibliographic Details
Main Author: Carey, Francis
Format: eBook
Language:English
Published: New York, NY Springer US 1977, 1977
Edition:1st ed. 1977
Subjects:
Online Access:
Collection: Springer Book Archives -2004 - Collection details see MPG.ReNa
Table of Contents:
  • of Part B
  • 1. Alkylation of Carbon via Enolates and Enamines
  • 1.1. Generation of Carbon Nucleophiles by Proton Abstraction
  • 1.2. Kinetic Versus Thermodynamic Control in Formation of Enolates
  • 1.3. Other Means of Generating Enolates
  • 1.4. Alkylations of Enolates
  • 1.5. Generation and Alkylation of Dianions
  • 1.6. Solvent Effects in Enolate Alkylations
  • 1.7. Oxygen Versus Carbon as the Site of Alkylation
  • 1.8. Alkylations of Aldehydes, Esters, Nitriles, and Nitro Compounds
  • 1.9. The Nitrogen Analogs of Enols and Enolates—Enamine Alkylations
  • 1.10. Alkylation of Carbon by Conjugate Addition
  • General References
  • Problems
  • 2. Reactions of Nucleophilic Carbon Species with Carbonyl Groups
  • 2.1. Aldol Condensation
  • 2.2. Related Condensation Reactions
  • 2.3. The Mannich Reaction
  • 2.4. Acylation of Nucleophilic Carbon
  • 2.5. The Wittig Reaction
  • 2.6. Sulfur Ylides as Nucleophiles
  • 2.7. Nucleophilic Addition-Cyclization
  • General References
  • Problems
  • 3. Addition Reactions of Carbon-Carbon Multiple Bonds
  • 3.1. Addition of Hydrogen
  • 3.2. Addition of Hydrogen Halides
  • 3.3. Hydration and Other Acid-Catalyzed Additions
  • 3.4. Oxymercuration
  • 3.5. Addition of Halogens to Olefins
  • 3.6. Addition of Other Electrophilic Reagents
  • 3.7. Electrophilic Substitution Alpha to Carbonyl Groups
  • 3.8. Hydroboration
  • 3.9. Additions to Allenes and Alkynes
  • General References
  • Problems
  • 4. Reduction of Carbonyl and Other Functional Groups
  • 4.1. Hydride-Transfer Reagents
  • 4.2. Hydrogen-Atom Donors
  • 4.3. Dissolving-Metal Reductions
  • General References
  • Problems
  • 5. Organometallic Compounds
  • 5.1. Organic Derivatives of Group I and II Metals
  • 5.2. Organic Derivatives of Group IIb Metals
  • 5.3. Organic Derivatives of Transition Metals
  • 5.4. Catalysis ofRearrangements by Metal Ions and Complexes
  • 5.5. Organometallic Compounds with ?-Bonding
  • General References
  • Problems
  • 9.3. Cleavage of Carbon-Carbon Double Bonds
  • 9.4. Selective Oxidative Cleavages at Other Functional Groups
  • 9.5. Oxidations of Ketones and Aldehydes
  • 9.6. Allylic Oxidation of Olefins
  • 9.7. Oxidations at Unfunctionalized Carbon Atoms
  • General References
  • Problems
  • 10. Multistep Syntheses
  • 10.1. Protective Groups
  • 10.2. Synthetic Equivalent Groups
  • 10.3. Asymmetric Syntheses
  • 10.4. Synthetic Strategy
  • General References
  • Problems
  • 11. Synthesis of Macromolecules
  • 11.1. Polymerization
  • 11.2. Peptide and Protein Synthesis
  • 11.3. Nucleosides, Nucleotides, and Polynucleotides
  • General References
  • Problems
  • References for Problems
  • 6. Cycloadditions and Unimolecular Rearrangements and Eliminations
  • 6.1. Cycloaddition Reactions
  • 6.2. Photochemical Cycloadditions
  • 6.3. SigmatropicRearrangements
  • 6.4. Unimolecular Thermal Elimination Reactions
  • General References
  • Problems
  • 7. Aromatic Substitution Reactions
  • 7.1. Electrophilic Aromatic Substitution
  • 7.2. Nucleophilic Aromatic Substitution
  • 7.3. Substitutions Involving Aryl Free Radicals
  • 7.4. Reactivity of Polycyclic Aromatics
  • General References
  • Problems
  • 8. Reactions Involving Carbenes, Nitrenes, and Other Electron-Deficient Intermediates
  • 8.1. Carbenes
  • 8.2. Nitrenes
  • 8.3. Rearrangements of Electron-Deficient Intermediates
  • 8.4. Fragmentation Reactions
  • 8.5. Some Synthetically Useful Carbonium-Ion Reactions
  • General References
  • Problems
  • 9. Oxidations
  • 9.1. Oxidation of Alcohols to Aldehydes, Ketones, or Carboxylic Acids
  • 9.2. Addition of Oxygen at Carbon-Carbon Double Bonds