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| Synthetic Design | |
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| Retrosynthetic Design | |
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| Reversal of the Carbonyl Group Polarity (Umpolung) | |
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| Steps in Planning a Synthesis | |
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| Choice of Sythetic Method | |
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| Domino Reactions | |
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| Computer-Assisted Retrosynthetic Analysis | |
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| Stereochemical Considerations in Planning Synthesis | |
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| Conformational Analysis | |
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| Evaluation of Nonbonded Interactions | |
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| Six-Member Hetercyclic Systems | |
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| Polycyclic Ring Systems | |
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| Cyclohexyl Systems with sp2-Hybridized Atoms | |
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| Significant Energy Difference | |
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| Computer-Assisted Molecular Modeling | |
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| Reactivity and Product Determination as a Function of Conformation | |
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| The Concept of Protecting Functional Groups | |
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| Protection of NH Groups | |
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| Protection of OH Groups of Alcohols | |
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| Protection of Diols as Acetals | |
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| Protection of Carbonyl Groups in Aldehydes and Ketones | |
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| Protection of the Carboxyl Group | |
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| Protection of Double Bonds | |
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| Protection of Triple Bonds | |
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| Functional Group Transformations: Oxidation and Reduction | |
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| Oxidation of Alcohols to Aldehydes and Ketones | |
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| Reagents and Procedures of Alcohol Oxidation | |
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| Chemoselective Agents for Oxidizing Alcohols | |
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| Oxidation of Acyloins | |
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| Oxidation of Tertiary Allylic Alcohols | |
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| Oxidative Procedures to Carboxylic Acids | |
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| Allylic Oxidation of Alkenes | |
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| Terminology for Reduction of Carbonyl Compounds | |
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| Nucleophilic Reducing Agents | |
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| Electrophilic Reducing Agents | |
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| Regio- and Chemoselective Agents | |
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| Diastereoselective Reductions of Cyclic Ketones | |
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| Inversion of Secondary Alcohol Stereochemistry | |
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| Diastereofacial Selectivity in Acyclic Systems | |
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| Enantioselective Reductions | |
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| Functional Group Transformations: The Chemistry of Carbon-Carbon pi-Bonds and Related Reactions | |
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| Reactions of Carbon-Carbon Double Bonds | |
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| Reactions of Carbon-Carbon Triple Bonds | |
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| Formation of Carbon-Carbon Single Bonds | |
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| 1,3-Dicarbonyl and Related Compounds | |
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| Direct Alkylation of Simple Enolates | |
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| Cyclization Reactions--Baldwin's Rules for Ring Closure | |
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| Stereochemistry of Cyclic Ketone Alkelation | |
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| Imine and Hydrazone Anions | |
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| Enamines | |
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| The Aldol Reaction | |
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| Condensation Reactions of Enols and Enolates | |
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| Robinson Annulation | |
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| Formation of Carbon-Carbon Bonds Via Organometallic Reagents | |
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| Organolithium Reagents | |
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| Organomagnesium Reagents | |
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| Organotitanium Reagents | |
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| Organocerium Reagents | |
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| Organocopper Reagents | |
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| Organochromium Reagents | |
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| Organozinc Reagents | |
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| Organoboron Reagents | |
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| Organosilicon Reagents | |
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| Palladium-Catalyzed Coupling Reactions | |
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| Formation of Carbon-Carbon pi-Bonds | |
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| Formation of Carbon-Carbon Double Bonds | |
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| Formation of Carbon-Carbon Triple Bonds | |
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| Synthesis of Carbocyclic Systems | |
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| Intramolecular Free Radical Cyclizations | |
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| Cation-pi Cyclizations | |
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| Pericyclic Reactions | |
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| Ring-Closing Olefin Metathesis (RCM) | |
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| The Art of Synthesis | |
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| Abbreviations | |
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| Answers to Select End-of-Chapter Problems | |
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| Index | |