Foreword |
Preface to the English Edition |
Preface to the German Edition |
Acknowledgments |
Radical Substitution Reactions at the Saturated C Atom / 1: |
Bonding and Preferred Geometries in C Radicals, Carbenium Ions and Carbanions / 1.1: |
Stability of Radicals / 1.2: |
Relative Rates of Analogous Radical Reactions / 1.3: |
Radical Substitution Reactions: Chain Reactions / 1.4: |
Radical Initiators / 1.5: |
Radical Chemistry of Alkylmercury(II) Hydrides / 1.6: |
Radical Halogenation of Hydrocarbons / 1.7: |
Autoxidations / 1.8: |
Defunctionalizations via Radical Substitution Reactions / 1.9: |
References |
Nucleophilic Substitution Reactions at the Saturated C Atom / 2: |
Nucleophiles and Electrophiles; Leaving Groups / 2.1: |
Good and Poor Nucleophiles / 2.2: |
Leaving Groups and the Quality of Leaving Groups / 2.3: |
S[subscript N]2 Reactions: Kinetic and Stereochemical Analysis--Substituent Effects on Reactivity / 2.4: |
S[subscript N]1 Reactions: Kinetic and Stereochemical Analysis; Substituent Effects on Reactivity / 2.5: |
When Do S[subscript N] Reactions at Saturated C Atoms Take Place According to the S[subscript N]1 Mechanism and When Do They Take Place According to the S[subscript N]2 Mechanism? / 2.6: |
Unimolecular S[subscript N] Reactions That Do Not Take Place via Simple Carbenium Ion Intermediates: Neighboring Group Participation / 2.7: |
Preparatively Useful S[subscript N]2 Reactions: Alkylations / 2.8: |
Additions to the Olefinic C=C Double Bond / 3: |
The Concept of cis and trans Addition / 3.1: |
Vocabulary of Stereochemistry and Stereoselective Synthesis I / 3.2: |
Additions That Take Place Diastereoselectivity as cis Additions / 3.3: |
Enantioselective cis Additions to C=C Double Bonds / 3.4: |
Additions That Take Place Diastereoselectively as trans Additions (Additions via Onium Intermediates) / 3.5: |
Additions That Take Place or Can Take Place without Stereocontrol Depending on the Mechanism / 3.6: |
[beta]-Eliminations / 4: |
Concepts of Elimination Reactions / 4.1: |
[beta]-Eliminations of H/Het via Cyclic Transition States / 4.2: |
[beta]-Eliminations of H/Het via Acyclic Transition States: The Mechanistic Alternatives / 4.3: |
E2 Eliminations of H/Het and the E2/S[subscript N]2 Competition / 4.4: |
E1 Elimination of H/Het from R[subscript tert]--X and the E1/S[subscript N]1 Competition / 4.5: |
E1[subscript cb] Eliminations / 4.6: |
[beta]-Eliminations of Het[superscript 1]/Het[superscript 2] / 4.7: |
Substitution Reactions on Aromatic Compounds / 5: |
Electrophilic Aromatic Substitutions via Wheland Complexes ("Ar-S[subscript E] Reactions") / 5.1: |
Ar-S[subscript E] Reactions via Wheland Complexes: Individual Reactions / 5.2: |
Electrophilic Substitution Reactions on Metallated Aromatic Compounds / 5.3: |
Nucleophilic Substitution Reactions in Aryldiazonium Salts / 5.4: |
Nucleophilic Substitution Reactions via Meisenheimer Complexes / 5.5: |
Nucleophilic Aromatic Substitution via Arynes, cine Substitution / 5.6: |
Nucleophilic Substitution Reactions on the Carboxyl Carbon (Except through Enolates) / 6: |
C=O-Containing Substrates and Their Reactions with Nucleophiles / 6.1: |
Mechanisms, Rate Laws, and Rate of Nucleophilic Substitution Reactions at the Carboxyl Carbon / 6.2: |
Activation of Carboxylic Acids and of Carboxylic Acid Derivatives / 6.3: |
Selected S[subscript N] Reactions of Heteroatom Nucleophiles on the Carboxyl Carbon / 6.4: |
S[subscript N] Reactions of Hydride Donors, Organometallics, and Heteroatom-Stabilized "Carbanions" on the Carboxyl Carbon / 6.5: |
Additions of Heteroatom Nucleophiles to Heterocumulenes. Additions of Heteroatom Nucleophiles to Carbonyl Compounds and Follow-up Reactions / 7: |
Additions of Heteroatom Nucleophiles to Heterocumulenes / 7.1: |
Additions of Heteroatom Nucleophiles to Carbonyl Compounds / 7.2: |
Addition of Heteroatom Nucleophiles to Carbonyl Compounds in Combination with Subsequent S[subscript N]1 Reactions: Acetalizations / 7.3: |
Addition of Nitrogen Nucleophiles to Carbonyl Compounds in Combination with Subsequent E1 Eliminations: Condensation Reactions of Nitrogen Nucleophiles with Carbonyl Compounds / 7.4: |
Addition of Hydride Donors and Organometallic Compounds to Carbonyl Compounds / 8: |
Suitable Hydride Donors and Organometallic Compounds and a Survey of the Structure of Organometallic Compounds / 8.1: |
Chemoselectivity of the Addition of Hydride Donors to Carbonyl Compounds / 8.2: |
Diastereoselectivity of the Addition of Hydride Donors to Carbonyl Compounds / 8.3: |
Enantioselective Addition of Hydride Donors to Carbonyl Compounds / 8.4: |
Addition of Organometallic Compounds to Carbonyl Compounds / 8.5: |
1,4-Additions of Organometallic Compounds to [alpha],[beta]-Unsaturated Ketones / 8.6: |
Reaction of Ylides with Saturated or [alpha],[beta]-Unsaturated Carbonyl Compounds / 9: |
Ylides/Ylenes / 9.1: |
Reactions of S Ylides with Saturated Carbonyl Compounds or with Michael Acceptors: Three-Membered Ring Formation / 9.2: |
Condensation of P Ylides with Carbonyl Compounds: Wittig Reaction / 9.3: |
Horner-Wadsworth-Emmons Reaction / 9.4: |
Chemistry of the Alkaline Earth Metal Enolates / 10: |
Basic Considerations / 10.1: |
Alkylation of Quantitatively Prepared Enolates and Aza-Enolates; Chain-Elongating Syntheses of Carbonyl Compounds and Carboxylic Acid Derivatives / 10.2: |
Hydroxyalkylation of Enolates with Carbonyl Compounds ("Aldol Addition"): Synthesis of [beta]-Hydroxyketones and [beta]-Hydroxyesters / 10.3: |
Condensation of Enolates with Carbonyl Compounds: Synthesis of Michael Acceptors / 10.4: |
Acylation of Enolates / 10.5: |
Michael Additions of Enolates / 10.6: |
Rearrangements / 11: |
Nomenclature of Sigmatropic Shifts / 11.1: |
Molecular Origins for the Occurrence of [1,2]-Rearrangements / 11.2: |
[1,2]-Rearrangements in Species with a Valence Electron Sextet / 11.3: |
[1,2]-Rearrangements without the Occurrence of a Sextet Intermediate / 11.4: |
Claisen Rearrangement / 11.5: |
Thermal Cycloadditions / 12: |
Driving Force and Feasibility of One-Step [2 + 4]- and [2 + 2]-Cycloadditions / 12.1: |
Transition State Structures of Selected One-Step [2 + 4]- and [2 + 2]-Cycloadditions / 12.2: |
Diels-Alder Reactions / 12.3: |
[2 + 2]-Cycloadditions with Dichloroketene / 12.4: |
1,3-Dipolar Cycloadditions / 12.5: |
Transition Metal-Mediated Alkenylations, Arylations, and Alkynylations / 13: |
Alkenylation and Arylation of Copper-Bound Organyl Groups / 13.1: |
Alkenylation and Arylation of Grignard Compounds / 13.2: |
Palladium-Catalyzed Alkenylation and Arylation of Organometallic Compounds / 13.3: |
Alkynylation of Copper Acetylides / 13.4: |
Heck Reactions / 13.5: |
Oxidations and Reductions / 14: |
Oxidation States of Organic Chemical Compounds, Oxidation Numbers in Organic Chemical Compounds, and Organic Chemical Redox Reactions / 14.1: |
Cross-References to Redox Reactions Already Discussed in Chapters 1-13 / 14.2: |
Oxidations / 14.3: |
Reductions / 14.4: |
Index |
Foreword |
Preface to the English Edition |
Preface to the German Edition |